DD242803A5 - Verfahren zur herstellung eines trisubstituierten n-phenylharnstoffs - Google Patents

Verfahren zur herstellung eines trisubstituierten n-phenylharnstoffs Download PDF

Info

Publication number: DD242803A5
Authority: DD; German Democratic Republic
Prior art keywords: aniline; urea; reaction; dimethylurea; purity
Prior art date: 1985-02-11

Application number

DD86286892A

Other languages

German (de)

English (en)

Inventor

Jean C Parron

Original Assignee

��`��@��k��

Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)

1985-02-11

Filing date

1986-02-07

Publication date

1987-02-11

1986-02-07 Application filed by ��`��@��k�� filed Critical ��`��@��k��

1987-02-11 Publication of DD242803A5 publication Critical patent/DD242803A5/de

Links

238000004519 manufacturing process Methods 0.000 title description 4
PAYRUJLWNCNPSJ-UHFFFAOYSA-N N-phenyl amine Natural products NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 claims abstract description 31
XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical class NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 claims abstract description 13
239000004202 carbamide Chemical class 0.000 claims abstract description 13
QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 claims abstract description 12
LUBJCRLGQSPQNN-UHFFFAOYSA-N 1-Phenylurea Chemical class NC(=O)NC1=CC=CC=C1 LUBJCRLGQSPQNN-UHFFFAOYSA-N 0.000 claims abstract description 10
239000002904 solvent Substances 0.000 claims abstract description 8
229910021529 ammonia Inorganic materials 0.000 claims abstract description 6
125000000467 secondary amino group Chemical class [H]N([*:1])[*:2] 0.000 claims abstract 2
238000000034 method Methods 0.000 claims description 26
238000006243 chemical reaction Methods 0.000 claims description 13
238000002360 preparation method Methods 0.000 claims description 3
125000003545 alkoxy group Chemical group 0.000 claims description 2
229910052736 halogen Inorganic materials 0.000 claims description 2
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 2
230000015572 biosynthetic process Effects 0.000 claims 1
125000005843 halogen group Chemical group 0.000 claims 1
239000004009 herbicide Substances 0.000 abstract description 5
150000001448 anilines Chemical class 0.000 abstract description 3
ROSDSFDQCJNGOL-UHFFFAOYSA-N Dimethylamine Chemical compound CNC ROSDSFDQCJNGOL-UHFFFAOYSA-N 0.000 description 14
RFFLAFLAYFXFSW-UHFFFAOYSA-N 1,2-dichlorobenzene Chemical compound ClC1=CC=CC=C1Cl RFFLAFLAYFXFSW-UHFFFAOYSA-N 0.000 description 10
239000000047 product Substances 0.000 description 8
ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 6
239000000203 mixture Substances 0.000 description 5
QCOGKXLOEWLIDC-UHFFFAOYSA-N N-methylbutylamine Chemical compound CCCCNC QCOGKXLOEWLIDC-UHFFFAOYSA-N 0.000 description 4
PUIYMUZLKQOUOZ-UHFFFAOYSA-N isoproturon Chemical compound CC(C)C1=CC=C(NC(=O)N(C)C)C=C1 PUIYMUZLKQOUOZ-UHFFFAOYSA-N 0.000 description 4
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 4
LRTFPLFDLJYEKT-UHFFFAOYSA-N para-isopropylaniline Chemical compound CC(C)C1=CC=C(N)C=C1 LRTFPLFDLJYEKT-UHFFFAOYSA-N 0.000 description 4
XMTQQYYKAHVGBJ-UHFFFAOYSA-N 3-(3,4-DICHLOROPHENYL)-1,1-DIMETHYLUREA Chemical compound CN(C)C(=O)NC1=CC=C(Cl)C(Cl)=C1 XMTQQYYKAHVGBJ-UHFFFAOYSA-N 0.000 description 3
YGYAWVDWMABLBF-UHFFFAOYSA-N Phosgene Chemical compound ClC(Cl)=O YGYAWVDWMABLBF-UHFFFAOYSA-N 0.000 description 3
YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
229910052801 chlorine Inorganic materials 0.000 description 3
239000000460 chlorine Substances 0.000 description 3
MVPPADPHJFYWMZ-UHFFFAOYSA-N chlorobenzene Chemical compound ClC1=CC=CC=C1 MVPPADPHJFYWMZ-UHFFFAOYSA-N 0.000 description 3
125000005265 dialkylamine group Chemical group 0.000 description 3
RZILCCPWPBTYDO-UHFFFAOYSA-N fluometuron Chemical compound CN(C)C(=O)NC1=CC=CC(C(F)(F)F)=C1 RZILCCPWPBTYDO-UHFFFAOYSA-N 0.000 description 3
VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 3
239000000376 reactant Substances 0.000 description 3
230000035484 reaction time Effects 0.000 description 3
239000007858 starting material Substances 0.000 description 3
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
SDYWXFYBZPNOFX-UHFFFAOYSA-N 3,4-dichloroaniline Chemical compound NC1=CC=C(Cl)C(Cl)=C1 SDYWXFYBZPNOFX-UHFFFAOYSA-N 0.000 description 2
VIUDTWATMPPKEL-UHFFFAOYSA-N 3-(trifluoromethyl)aniline Chemical compound NC1=CC=CC(C(F)(F)F)=C1 VIUDTWATMPPKEL-UHFFFAOYSA-N 0.000 description 2
XQVCBOLNTSUFGD-UHFFFAOYSA-N 3-chloro-4-methoxyaniline Chemical compound COC1=CC=C(N)C=C1Cl XQVCBOLNTSUFGD-UHFFFAOYSA-N 0.000 description 2
RQKFYFNZSHWXAW-UHFFFAOYSA-N 3-chloro-p-toluidine Chemical compound CC1=CC=C(N)C=C1Cl RQKFYFNZSHWXAW-UHFFFAOYSA-N 0.000 description 2
XKJMBINCVNINCA-UHFFFAOYSA-N Alfalone Chemical compound CON(C)C(=O)NC1=CC=C(Cl)C(Cl)=C1 XKJMBINCVNINCA-UHFFFAOYSA-N 0.000 description 2
239000005510 Diuron Substances 0.000 description 2
CCGPUGMWYLICGL-UHFFFAOYSA-N Neburon Chemical compound CCCCN(C)C(=O)NC1=CC=C(Cl)C(Cl)=C1 CCGPUGMWYLICGL-UHFFFAOYSA-N 0.000 description 2
125000000217 alkyl group Chemical group 0.000 description 2
150000001412 amines Chemical group 0.000 description 2
125000001309 chloro group Chemical group Cl* 0.000 description 2
JXCGFZXSOMJFOA-UHFFFAOYSA-N chlorotoluron Chemical compound CN(C)C(=O)NC1=CC=C(C)C(Cl)=C1 JXCGFZXSOMJFOA-UHFFFAOYSA-N 0.000 description 2
JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 description 2
229940117389 dichlorobenzene Drugs 0.000 description 2
238000010438 heat treatment Methods 0.000 description 2
DSRNRYQBBJQVCW-UHFFFAOYSA-N metoxuron Chemical compound COC1=CC=C(NC(=O)N(C)C)C=C1Cl DSRNRYQBBJQVCW-UHFFFAOYSA-N 0.000 description 2
BMLIZLVNXIYGCK-UHFFFAOYSA-N monuron Chemical compound CN(C)C(=O)NC1=CC=C(Cl)C=C1 BMLIZLVNXIYGCK-UHFFFAOYSA-N 0.000 description 2
DGTNSSLYPYDJGL-UHFFFAOYSA-N phenyl isocyanate Chemical class O=C=NC1=CC=CC=C1 DGTNSSLYPYDJGL-UHFFFAOYSA-N 0.000 description 2
239000002244 precipitate Substances 0.000 description 2
150000003335 secondary amines Chemical class 0.000 description 2
XKEFYDZQGKAQCN-UHFFFAOYSA-N 1,3,5-trichlorobenzene Chemical compound ClC1=CC(Cl)=CC(Cl)=C1 XKEFYDZQGKAQCN-UHFFFAOYSA-N 0.000 description 1
QSNSCYSYFYORTR-UHFFFAOYSA-N 4-chloroaniline Chemical compound NC1=CC=C(Cl)C=C1 QSNSCYSYFYORTR-UHFFFAOYSA-N 0.000 description 1
ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical group [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 1
239000005494 Chlorotoluron Substances 0.000 description 1
XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 1
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
239000005533 Fluometuron Substances 0.000 description 1
238000004566 IR spectroscopy Methods 0.000 description 1
239000005573 Linuron Substances 0.000 description 1
MGJKQDOBUOMPEZ-UHFFFAOYSA-N N,N'-dimethylurea Chemical compound CNC(=O)NC MGJKQDOBUOMPEZ-UHFFFAOYSA-N 0.000 description 1
FXHOOIRPVKKKFG-UHFFFAOYSA-N N,N-Dimethylacetamide Chemical compound CN(C)C(C)=O FXHOOIRPVKKKFG-UHFFFAOYSA-N 0.000 description 1
-1 N- (3,4-dichlorophenyl) -N ', N'-dimethylurea N- (3,4-dichlorophenyl) -N'-methyl-N'-n-butylurea N- (3-chloro-4-methylphenyl) - N ', N'-dimethylurea N- (3-chloro-4-methoxyphenyl) -N', N'-dimethylurea Chemical compound 0.000 description 1
238000005481 NMR spectroscopy Methods 0.000 description 1
ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 1
125000001931 aliphatic group Chemical group 0.000 description 1
150000001408 amides Chemical class 0.000 description 1
125000003118 aryl group Chemical group 0.000 description 1
238000009835 boiling Methods 0.000 description 1
GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Chemical group BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 1
229910052794 bromium Chemical group 0.000 description 1
125000001246 bromo group Chemical group Br* 0.000 description 1
239000003153 chemical reaction reagent Substances 0.000 description 1
150000008280 chlorinated hydrocarbons Chemical class 0.000 description 1
150000008422 chlorobenzenes Chemical class 0.000 description 1
150000001875 compounds Chemical class 0.000 description 1
230000009977 dual effect Effects 0.000 description 1
150000002367 halogens Chemical group 0.000 description 1
125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
ABBKOIZWGCVCKE-UHFFFAOYSA-N isoproturon-didemethyl Chemical compound CC(C)C1=CC=C(NC(N)=O)C=C1 ABBKOIZWGCVCKE-UHFFFAOYSA-N 0.000 description 1
150000002576 ketones Chemical class 0.000 description 1
238000004811 liquid chromatography Methods 0.000 description 1
239000012454 non-polar solvent Substances 0.000 description 1
125000003854 p-chlorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C([H])=C1Cl 0.000 description 1
239000002798 polar solvent Substances 0.000 description 1
239000012429 reaction media Substances 0.000 description 1
238000003756 stirring Methods 0.000 description 1
238000006467 substitution reaction Methods 0.000 description 1
230000001988 toxicity Effects 0.000 description 1
231100000419 toxicity Toxicity 0.000 description 1

Classifications

- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C275/00—Derivatives of urea, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups
- C07C275/28—Derivatives of urea, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups having nitrogen atoms of urea groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C273/00—Preparation of urea or its derivatives, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups
- C07C273/18—Preparation of urea or its derivatives, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups of substituted ureas
- C07C273/1854—Preparation of urea or its derivatives, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups of substituted ureas by reactions not involving the formation of the N-C(O)-N- moiety
- C07C273/1863—Preparation of urea or its derivatives, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups of substituted ureas by reactions not involving the formation of the N-C(O)-N- moiety from urea

Landscapes

Chemical & Material Sciences (AREA)
Organic Chemistry (AREA)
Chemical Kinetics & Catalysis (AREA)
Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

DD86286892A 1985-02-11 1986-02-07 Verfahren zur herstellung eines trisubstituierten n-phenylharnstoffs DD242803A5 (de)

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
FR8502079A FR2577221B1 (fr)	1985-02-11	1985-02-11	Procede de preparation d'une phenyluree substituee

Publications (1)

Publication Number	Publication Date
DD242803A5 true DD242803A5 (de)	1987-02-11

Family

ID=9316250

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
DD86286892A DD242803A5 (de)	1985-02-11	1986-02-07	Verfahren zur herstellung eines trisubstituierten n-phenylharnstoffs

Country Status (27)

Country	Link
US (1)	US4814499A (fr)
JP (1)	JPS61183258A (fr)
KR (1)	KR940003067B1 (fr)
CN (1)	CN1009274B (fr)
AT (1)	AT395848B (fr)
AU (1)	AU577178B2 (fr)
BE (1)	BE904217A (fr)
BR (1)	BR8600539A (fr)
CH (1)	CH666681A5 (fr)
DD (1)	DD242803A5 (fr)
DE (1)	DE3602657A1 (fr)
DK (1)	DK169030B1 (fr)
ES (1)	ES8702347A1 (fr)
FI (1)	FI84597C (fr)
FR (1)	FR2577221B1 (fr)
GB (1)	GB2170808B (fr)
HU (1)	HU199111B (fr)
IE (1)	IE58978B1 (fr)
IN (1)	IN166514B (fr)
IT (1)	IT1190483B (fr)
LU (1)	LU86296A1 (fr)
NL (1)	NL8600189A (fr)
NZ (1)	NZ215067A (fr)
PH (1)	PH20993A (fr)
PL (1)	PL257891A1 (fr)
SE (1)	SE465927B (fr)
ZA (1)	ZA86931B (fr)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US5099021A (en) *	1989-11-10	1992-03-24	Agrolinz Agrarchemikalien Gesellschaft M.B.H.	Process for the preparation of pure, unsymmetrically disubstituted ureas

Families Citing this family (4)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
AT397384B (de) *	1991-08-16	1994-03-25	Chemie Linz Gmbh	Verfahren zur herstellung reiner n,n'-unsymmetrisch substituierter phenylharnstoffe
CN1045002C (zh) *	1995-03-28	1999-09-08	天津大学	２，６－二氯苯胺的制备方法
CN106008276B (zh) *	2016-05-20	2018-07-06	湖北出入境检验检疫局检验检疫技术中心	苯脲类除草剂或氘代标记的苯脲类除草剂的合成方法
CN110938019B (zh) *	2019-12-10	2022-06-24	江苏快达农化股份有限公司	连续化合成异丙隆方法

Family Cites Families (10)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US2878284A (en) *	1945-06-09	1959-03-17	Du Pont	Process for preparing symmetrical hexachlorodiphenyl urea
US2673877A (en) *	1951-10-26	1954-03-30	Du Pont	Preparation of chlorphenyldimethyl-ureas
US2729677A (en) *	1954-03-16	1956-01-03	Allied Chem & Dye Corp	Process for the manufacture of substituted ureas
US2768971A (en) *	1954-05-26	1956-10-30	Ici Ltd	Preparation of alkyl-aryl-ureas
DE1064051B (de) *	1958-04-09	1959-08-27	Basf Ag	Verfahren zur Herstellung von substituierten Harnstoffen
NL255093A (fr) *	1959-08-21
CA1201725A (fr) *	1979-12-06	1986-03-11	Terence Gilkerson	Derive de l'uree, sa preparation, herbicide qui le renferme, et methode de repression des mauvaises herbes
AT379146B (de) *	1980-01-25	1985-11-25	Reanal Finomvegyszergyar	Verfahren zur herstellung von n'-(mono- oder disubstituierten)-n-aryl-harnstoff-derivaten
CH652391A5 (de) *	1982-01-15	1985-11-15	Sandoz Ag	Harnstoff-derivate.
IT1152510B (it) *	1982-08-25	1987-01-07	Anic Spa	Procedimento per la produzione di uree asimmetriche sostituite

1985
- 1985-02-11 FR FR8502079A patent/FR2577221B1/fr not_active Expired
1986
- 1986-01-28 IN IN79/DEL/86A patent/IN166514B/en unknown
- 1986-01-28 NL NL8600189A patent/NL8600189A/nl not_active Application Discontinuation
- 1986-01-29 DE DE19863602657 patent/DE3602657A1/de not_active Ceased
- 1986-01-30 PH PH33351A patent/PH20993A/en unknown
- 1986-02-06 CN CN86101095A patent/CN1009274B/zh not_active Expired
- 1986-02-06 LU LU86296A patent/LU86296A1/fr unknown
- 1986-02-07 AU AU53299/86A patent/AU577178B2/en not_active Ceased
- 1986-02-07 BR BR8600539A patent/BR8600539A/pt not_active IP Right Cessation
- 1986-02-07 DD DD86286892A patent/DD242803A5/de unknown
- 1986-02-07 ZA ZA86931A patent/ZA86931B/xx unknown
- 1986-02-07 IT IT47634/86A patent/IT1190483B/it active
- 1986-02-07 IE IE35286A patent/IE58978B1/en not_active IP Right Cessation
- 1986-02-07 US US06/827,782 patent/US4814499A/en not_active Expired - Fee Related
- 1986-02-07 NZ NZ215067A patent/NZ215067A/xx unknown
- 1986-02-07 JP JP61025684A patent/JPS61183258A/ja active Pending
- 1986-02-10 KR KR1019860000901A patent/KR940003067B1/ko not_active IP Right Cessation
- 1986-02-10 DK DK063186A patent/DK169030B1/da not_active IP Right Cessation
- 1986-02-10 FI FI860597A patent/FI84597C/fi not_active IP Right Cessation
- 1986-02-10 AT AT0032586A patent/AT395848B/de not_active IP Right Cessation
- 1986-02-10 PL PL25789186A patent/PL257891A1/xx unknown
- 1986-02-10 ES ES551790A patent/ES8702347A1/es not_active Expired
- 1986-02-10 GB GB08603223A patent/GB2170808B/en not_active Expired
- 1986-02-10 HU HU86542A patent/HU199111B/hu not_active IP Right Cessation
- 1986-02-11 BE BE0/216258A patent/BE904217A/fr not_active IP Right Cessation
- 1986-02-11 CH CH545/86A patent/CH666681A5/fr unknown
- 1986-02-11 SE SE8600596A patent/SE465927B/sv not_active IP Right Cessation

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US5099021A (en) *	1989-11-10	1992-03-24	Agrolinz Agrarchemikalien Gesellschaft M.B.H.	Process for the preparation of pure, unsymmetrically disubstituted ureas

Also Published As

Publication number	Publication date
FR2577221B1 (fr)	1987-02-20
ES551790A0 (es)	1986-12-16
FI860597A (fi)	1986-08-12
IN166514B (fr)	1990-05-19
GB2170808A (en)	1986-08-13
CN86101095A (zh)	1986-08-06
ES8702347A1 (es)	1986-12-16
ZA86931B (en)	1986-09-24
DK63186A (da)	1986-08-12
KR940003067B1 (ko)	1994-04-13
NL8600189A (nl)	1986-09-01
IT1190483B (it)	1988-02-16
PH20993A (en)	1987-06-18
FI84597B (fi)	1991-09-13
CH666681A5 (fr)	1988-08-15
HU199111B (en)	1990-01-29
BR8600539A (pt)	1986-10-21
DE3602657A1 (de)	1986-08-14
IE58978B1 (en)	1993-12-15
ATA32586A (de)	1992-08-15
IE860352L (en)	1986-08-11
HUT42432A (en)	1987-07-28
PL257891A1 (en)	1987-03-09
DK63186D0 (da)	1986-02-10
JPS61183258A (ja)	1986-08-15
FR2577221A1 (fr)	1986-08-14
GB2170808B (en)	1988-08-17
DK169030B1 (da)	1994-08-01
SE465927B (sv)	1991-11-18
CN1009274B (zh)	1990-08-22
AU577178B2 (en)	1988-09-15
US4814499A (en)	1989-03-21
AT395848B (de)	1993-03-25
NZ215067A (en)	1989-04-26
IT8647634A0 (it)	1986-02-07
KR860006436A (ko)	1986-09-11
GB8603223D0 (en)	1986-03-19
AU5329986A (en)	1986-08-14
SE8600596D0 (sv)	1986-02-11
FI84597C (fi)	1991-12-27
BE904217A (fr)	1986-08-11
FI860597A0 (fi)	1986-02-10
LU86296A1 (fr)	1987-09-10
SE8600596L (sv)	1986-08-12

Publication	Publication Date	Title
EP0264752B1 (fr)	1990-08-29	Procédé de préparation de N,N-diarylurées
CH649078A5 (de)	1985-04-30	Verfahren zur herstellung von n-mono- oder disubstituierten n-aryl-harnstoff-derivaten.
DE19510259A1 (de)	1995-09-28	Verfahren zur Herstellung von aliphatischen Polyisocyanaten
EP0106055A2 (fr)	1984-04-25	Procédé de préparation de carbamates
DE1668805C3 (de)	1973-11-15	Verfahren zur Herstellung von Hydroxyphenylharnstoffen
EP0025548B1 (fr)	1982-06-16	Procédé de préparation d'alcoylurées
EP1208082A1 (fr)	2002-05-29	Procede ameliore de preparation de mono- et oligo-isocyanates
DD242803A5 (de)	1987-02-11	Verfahren zur herstellung eines trisubstituierten n-phenylharnstoffs
EP0083442A2 (fr)	1983-07-13	Procédé de préparation de 2,4,6-trichloroaniline
DE2232446C3 (de)	1979-05-03	Verfahren zur Herstellung von reinem 1-Nitroanthrachinon
DE3921035A1 (de)	1989-12-28	Verfahren zur herstellung von jodalkinylcarbamaten
DE2719020A1 (de)	1978-11-02	Verfahren zur herstellung von anthranilamiden
DE2800111A1 (de)	1978-07-13	Verfahren zur herstellung von aminophenylharnstoffen und aminocarbanylaten
DE3607298A1 (de)	1986-09-18	Verfahren zur herstellung von benzoylharnstoffen
EP0005276A2 (fr)	1979-11-14	Procédé de préparation de monoarylthiourées
DE2258453A1 (de)	1973-06-14	Verfahren zur herstellung und reinigung von sekundaeren ammonium-n,n-disubstituierten-thiolcarbamaten
DE3940261A1 (de)	1991-06-13	Verfahren zur herstellung reiner, unsymmetrisch disubstituierter harnstoffe
DE2529549C3 (de)	1977-12-01	Verfahren zur Herstellung von Phenylisopropylharnstoffen
DE3117321C2 (de)	1993-12-16	Verfahren zur Herstellung von hochreinem Tolylthioharnstoff
DE1568515C3 (fr)	1974-12-05
DE1568641C3 (fr)	1974-12-05
DE1003717B (de)	1957-03-07	Verfahren zur Herstellung von insektiziden Abkoemmlingen des Diphenylharnstoffs
EP0034711A2 (fr)	1981-09-02	Procédé de préparation d'isocyanates aromatiques portant des groupes sulfochlorures à noyau aromatique
DE1251304B (de)	1967-10-05	Verfahren zur Herstellung von a [0 0 Dialkyl-mono- bzw -ditniophosphoryl] - carbonsäureamiden
DE3543036A1 (de)	1987-06-11	Verfahren zur herstellung von 4-mercaptobenzonitrilen und neue 4-mercaptobenzonitrile

DD242803A5 - Verfahren zur herstellung eines trisubstituierten n-phenylharnstoffs - Google Patents

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