NO751138L - - Google Patents

Info

Publication number: NO751138L
Authority: NO; Norway
Prior art keywords: stated; amine; procedure; production; reaction
Prior art date: 1974-04-05

Application number

NO751138A

Other languages

English (en)

Norwegian (no)

Inventor

P A Moggi

Original Assignee

Snam Progetti

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.)

1974-04-05

Filing date

1975-04-03

Publication date

1975-10-07

1975-04-03 Application filed by Snam Progetti filed Critical Snam Progetti

1975-10-07 Publication of NO751138L publication Critical patent/NO751138L/no

Links

PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 claims description 33
238000000034 method Methods 0.000 claims description 28
UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 claims description 18
FLHJIAFUWHPJRT-UHFFFAOYSA-N 2,3,3-trimethylindole Chemical compound C1=CC=C2C(C)(C)C(C)=NC2=C1 FLHJIAFUWHPJRT-UHFFFAOYSA-N 0.000 claims description 15
238000006243 chemical reaction Methods 0.000 claims description 13
150000001412 amines Chemical class 0.000 claims description 12
238000004821 distillation Methods 0.000 claims description 10
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 10
238000004519 manufacturing process Methods 0.000 claims description 9
238000010992 reflux Methods 0.000 claims description 8
230000015572 biosynthetic process Effects 0.000 claims description 7
RKJUIXBNRJVNHR-UHFFFAOYSA-N indolenine group Chemical group N1=CCC2=CC=CC=C12 RKJUIXBNRJVNHR-UHFFFAOYSA-N 0.000 claims description 7
239000000203 mixture Substances 0.000 claims description 7
BVKZGUZCCUSVTD-UHFFFAOYSA-N carbonic acid Chemical group OC(O)=O BVKZGUZCCUSVTD-UHFFFAOYSA-N 0.000 claims description 6
239000003054 catalyst Substances 0.000 claims description 6
239000002904 solvent Substances 0.000 claims description 6
238000003786 synthesis reaction Methods 0.000 claims description 5
239000011592 zinc chloride Substances 0.000 claims description 5
235000005074 zinc chloride Nutrition 0.000 claims description 5
JIAARYAFYJHUJI-UHFFFAOYSA-L zinc dichloride Chemical compound [Cl-].[Cl-].[Zn+2] JIAARYAFYJHUJI-UHFFFAOYSA-L 0.000 claims description 5
125000000217 alkyl group Chemical group 0.000 claims description 4
125000003118 aryl group Chemical group 0.000 claims description 4
239000002253 acid Substances 0.000 claims description 3
229910052739 hydrogen Inorganic materials 0.000 claims description 3
239000002841 Lewis acid Substances 0.000 claims description 2
125000003545 alkoxy group Chemical group 0.000 claims description 2
150000004945 aromatic hydrocarbons Chemical class 0.000 claims description 2
125000000524 functional group Chemical group 0.000 claims description 2
229910052736 halogen Inorganic materials 0.000 claims description 2
150000002367 halogens Chemical group 0.000 claims description 2
239000001257 hydrogen Substances 0.000 claims description 2
229910052500 inorganic mineral Inorganic materials 0.000 claims description 2
239000003456 ion exchange resin Substances 0.000 claims description 2
229920003303 ion-exchange polymer Polymers 0.000 claims description 2
150000007517 lewis acids Chemical class 0.000 claims description 2
239000011707 mineral Substances 0.000 claims description 2
235000010755 mineral Nutrition 0.000 claims description 2
125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 2
150000007524 organic acids Chemical class 0.000 claims description 2
235000005985 organic acids Nutrition 0.000 claims description 2
238000006482 condensation reaction Methods 0.000 claims 2
125000000753 cycloalkyl group Chemical group 0.000 claims 2
DDORSJSRAREODY-UHFFFAOYSA-N 2,3,3-trimethyl-5-nitroindole Chemical compound C1=C([N+]([O-])=O)C=C2C(C)(C)C(C)=NC2=C1 DDORSJSRAREODY-UHFFFAOYSA-N 0.000 claims 1
PLIKAWJENQZMHA-UHFFFAOYSA-N 4-aminophenol Chemical compound NC1=CC=C(O)C=C1 PLIKAWJENQZMHA-UHFFFAOYSA-N 0.000 claims 1
QSNSCYSYFYORTR-UHFFFAOYSA-N 4-chloroaniline Chemical compound NC1=CC=C(Cl)C=C1 QSNSCYSYFYORTR-UHFFFAOYSA-N 0.000 claims 1
TYMLOMAKGOJONV-UHFFFAOYSA-N 4-nitroaniline Chemical compound NC1=CC=C([N+]([O-])=O)C=C1 TYMLOMAKGOJONV-UHFFFAOYSA-N 0.000 claims 1
UOGHZHPESMATDD-UHFFFAOYSA-N 5-methoxy-2,3,3-trimethylindole Chemical compound COC1=CC=C2N=C(C)C(C)(C)C2=C1 UOGHZHPESMATDD-UHFFFAOYSA-N 0.000 claims 1
230000002378 acidificating effect Effects 0.000 claims 1
125000004435 hydrogen atom Chemical group [H]* 0.000 claims 1
125000002887 hydroxy group Chemical group [H]O* 0.000 claims 1
BHAAPTBBJKJZER-UHFFFAOYSA-N p-anisidine Chemical compound COC1=CC=C(N)C=C1 BHAAPTBBJKJZER-UHFFFAOYSA-N 0.000 claims 1
125000000542 sulfonic acid group Chemical group 0.000 claims 1
YXFVVABEGXRONW-UHFFFAOYSA-N toluene Substances CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 claims 1
CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 6
239000008096 xylene Substances 0.000 description 6
238000009835 boiling Methods 0.000 description 5
239000012071 phase Substances 0.000 description 5
239000000047 product Substances 0.000 description 5
BNDRWEVUODOUDW-UHFFFAOYSA-N 3-methyl-3-hydroxy-butan-2-one Natural products CC(=O)C(C)(C)O BNDRWEVUODOUDW-UHFFFAOYSA-N 0.000 description 4
ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 3
239000008346 aqueous phase Substances 0.000 description 3
150000004982 aromatic amines Chemical class 0.000 description 3
238000009833 condensation Methods 0.000 description 3
230000005494 condensation Effects 0.000 description 3
-1 cyano, hydroxyl Chemical group 0.000 description 3
239000000975 dye Substances 0.000 description 3
150000002466 imines Chemical class 0.000 description 3
239000007858 starting material Substances 0.000 description 3
SYBYTAAJFKOIEJ-UHFFFAOYSA-N 3-Methylbutan-2-one Chemical compound CC(C)C(C)=O SYBYTAAJFKOIEJ-UHFFFAOYSA-N 0.000 description 2
QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
238000010533 azeotropic distillation Methods 0.000 description 2
239000007795 chemical reaction product Substances 0.000 description 2
230000036571 hydration Effects 0.000 description 2
238000006703 hydration reaction Methods 0.000 description 2
230000011987 methylation Effects 0.000 description 2
238000007069 methylation reaction Methods 0.000 description 2
HKOOXMFOFWEVGF-UHFFFAOYSA-N phenylhydrazine Chemical compound NNC1=CC=CC=C1 HKOOXMFOFWEVGF-UHFFFAOYSA-N 0.000 description 2
229940067157 phenylhydrazine Drugs 0.000 description 2
239000011541 reaction mixture Substances 0.000 description 2
239000007787 solid Substances 0.000 description 2
MARCAKLHFUYDJE-UHFFFAOYSA-N 1,2-xylene;hydrate Chemical group O.CC1=CC=CC=C1C MARCAKLHFUYDJE-UHFFFAOYSA-N 0.000 description 1
PYFVEIDRTLBMHG-UHFFFAOYSA-N 2,3-dimethyl-1h-indole Chemical compound C1=CC=C2C(C)=C(C)NC2=C1 PYFVEIDRTLBMHG-UHFFFAOYSA-N 0.000 description 1
CVICEEPAFUYBJG-UHFFFAOYSA-N 5-chloro-2,2-difluoro-1,3-benzodioxole Chemical group C1=C(Cl)C=C2OC(F)(F)OC2=C1 CVICEEPAFUYBJG-UHFFFAOYSA-N 0.000 description 1
229910007426 ZnC2 Inorganic materials 0.000 description 1
150000007513 acids Chemical class 0.000 description 1
HSFWRNGVRCDJHI-UHFFFAOYSA-N alpha-acetylene Natural products C#C HSFWRNGVRCDJHI-UHFFFAOYSA-N 0.000 description 1
150000001448 anilines Chemical class 0.000 description 1
VEFXTGTZJOWDOF-UHFFFAOYSA-N benzene;hydrate Chemical compound O.C1=CC=CC=C1 VEFXTGTZJOWDOF-UHFFFAOYSA-N 0.000 description 1
238000004587 chromatography analysis Methods 0.000 description 1
239000013078 crystal Substances 0.000 description 1
238000000921 elemental analysis Methods 0.000 description 1
230000008030 elimination Effects 0.000 description 1
238000003379 elimination reaction Methods 0.000 description 1
150000002431 hydrogen Chemical group 0.000 description 1
150000002475 indoles Chemical class 0.000 description 1
150000002730 mercury Chemical class 0.000 description 1
125000001434 methanylylidene group Chemical group [H]C#[*] 0.000 description 1
230000021962 pH elevation Effects 0.000 description 1
230000003595 spectral effect Effects 0.000 description 1
239000000126 substance Substances 0.000 description 1
125000001174 sulfone group Chemical group 0.000 description 1
239000012209 synthetic fiber Substances 0.000 description 1
229920002994 synthetic fiber Polymers 0.000 description 1

Classifications

- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D209/00—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D209/02—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring
- C07D209/04—Indoles; Hydrogenated indoles
- C07D209/08—Indoles; Hydrogenated indoles with only hydrogen atoms or radicals containing only hydrogen and carbon atoms, directly attached to carbon atoms of the hetero ring
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F3/00—Compounds containing elements of Groups 2 or 12 of the Periodic Table
- C07F3/003—Compounds containing elements of Groups 2 or 12 of the Periodic Table without C-Metal linkages

Landscapes

Chemical & Material Sciences (AREA)
Organic Chemistry (AREA)
Indole Compounds (AREA)
Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Catalysts (AREA)

NO751138A 1974-04-05 1975-04-03 NO751138L (de)

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
IT50203/74A IT1015908B (it)	1974-04-05	1974-04-05	Procedimento per la sintesi di indolenine alchil sostituite

Publications (1)

Publication Number	Publication Date
NO751138L true NO751138L (de)	1975-10-07

Family

ID=11272476

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
NO751138A NO751138L (de)	1974-04-05	1975-04-03

Country Status (29)

Country	Link
US (1)	US4062865A (de)
JP (1)	JPS5747996B2 (de)
AR (1)	AR206626A1 (de)
AT (1)	AT343109B (de)
BE (1)	BE827557A (de)
CA (1)	CA1047040A (de)
CH (1)	CH605743A5 (de)
DD (1)	DD116820A5 (de)
DE (1)	DE2514759C3 (de)
DK (1)	DK140012B (de)
ES (1)	ES436558A1 (de)
FR (1)	FR2266696B1 (de)
GB (1)	GB1501465A (de)
HU (1)	HU170630B (de)
IE (1)	IE42115B1 (de)
IN (1)	IN143274B (de)
IT (1)	IT1015908B (de)
LU (1)	LU72218A1 (de)
MW (1)	MW1675A1 (de)
NL (1)	NL7504135A (de)
NO (1)	NO751138L (de)
PL (1)	PL94438B1 (de)
RO (1)	RO73017A (de)
SE (1)	SE403477B (de)
SU (1)	SU558641A3 (de)
TR (1)	TR18107A (de)
YU (1)	YU84975A (de)
ZA (1)	ZA751642B (de)
ZM (1)	ZM3975A1 (de)

Families Citing this family (9)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
JPS5439073A (en) *	1977-08-29	1979-03-24	Chisso Corp	Preparation of 2,3,3-trimethylindolenine
DE2805620A1 (de)	1978-02-10	1979-08-23	Basf Ag	Verfahren zur herstellung von indoleninen
DE2834607A1 (de) *	1978-08-07	1980-02-28	Basf Ag	Verfahren zur herstellung von indoleninen
DE4037004A1 (de) *	1990-11-21	1992-05-27	Bayer Ag	Verfahren zur herstellung von indolen
DE4112841A1 (de) *	1991-04-19	1992-10-22	Basf Ag	Verfahren zur herstellung von indoleninen
US5288877A (en) *	1991-07-03	1994-02-22	Ppg Industries, Inc.	Continuous process for preparing indolenine compounds
JP2002030069A (ja) *	2000-07-17	2002-01-29	Japan Science & Technology Corp	縮合ピロール類の製造法
JP4476930B2 (ja)	2002-11-04	2010-06-09	アドバンスト・ポリメリック・プロプライエタリー・リミテッド	フォトクロミック組成物および光透過性物品
AU2005238090A1 (en) *	2004-04-30	2005-11-10	Advanced Polymerik Pty Ltd	Photochromic compositions and articles comprising siloxane, alkylene or substituted alkylene oligomers

Family Cites Families (1)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US3671214A (en) *	1970-01-02	1972-06-20	Monsanto Co	Inhibiting the growth of plants with substituted indole derivatives

1974
- 1974-04-05 IT IT50203/74A patent/IT1015908B/it active
1975
- 1975-01-01 AR AR258202A patent/AR206626A1/es active
- 1975-03-17 ZA ZA00751642A patent/ZA751642B/xx unknown
- 1975-03-21 IE IE636/75A patent/IE42115B1/en unknown
- 1975-03-24 GB GB12268/75A patent/GB1501465A/en not_active Expired
- 1975-03-25 TR TR18107A patent/TR18107A/xx unknown
- 1975-03-27 MW MW16/75A patent/MW1675A1/xx unknown
- 1975-03-29 IN IN630/CAL/75A patent/IN143274B/en unknown
- 1975-04-02 HU HUSA2774A patent/HU170630B/hu unknown
- 1975-04-03 YU YU00849/75A patent/YU84975A/xx unknown
- 1975-04-03 NO NO751138A patent/NO751138L/no unknown
- 1975-04-03 FR FR7510472A patent/FR2266696B1/fr not_active Expired
- 1975-04-03 PL PL1975179319A patent/PL94438B1/pl unknown
- 1975-04-04 ES ES436558A patent/ES436558A1/es not_active Expired
- 1975-04-04 LU LU72218A patent/LU72218A1/xx unknown
- 1975-04-04 AT AT257575A patent/AT343109B/de not_active IP Right Cessation
- 1975-04-04 BE BE155083A patent/BE827557A/xx not_active IP Right Cessation
- 1975-04-04 JP JP50040455A patent/JPS5747996B2/ja not_active Expired
- 1975-04-04 US US05/565,132 patent/US4062865A/en not_active Expired - Lifetime
- 1975-04-04 DK DK144875AA patent/DK140012B/da not_active IP Right Cessation
- 1975-04-04 ZM ZM39/75A patent/ZM3975A1/xx unknown
- 1975-04-04 DE DE2514759A patent/DE2514759C3/de not_active Expired
- 1975-04-04 RO RO7581894A patent/RO73017A/ro unknown
- 1975-04-04 DD DD185238A patent/DD116820A5/xx unknown
- 1975-04-04 SE SE7503913A patent/SE403477B/xx unknown
- 1975-04-07 NL NL7504135A patent/NL7504135A/xx unknown
- 1975-04-07 CH CH438475A patent/CH605743A5/xx not_active IP Right Cessation
- 1975-04-07 CA CA223,953A patent/CA1047040A/en not_active Expired
- 1975-08-04 SU SU2119545A patent/SU558641A3/ru active

Also Published As

Publication number	Publication date
IE42115L (en)	1975-10-05
SE403477B (sv)	1978-08-21
DD116820A5 (de)	1975-12-12
IT1015908B (it)	1977-05-20
AR206626A1 (es)	1976-08-06
DE2514759B2 (de)	1979-06-07
US4062865A (en)	1977-12-13
ES436558A1 (es)	1977-01-01
ATA257575A (de)	1977-09-15
JPS50140440A (de)	1975-11-11
RO73017A (ro)	1981-11-24
ZA751642B (en)	1976-02-25
NL7504135A (nl)	1975-10-07
PL94438B1 (pl)	1977-08-31
ZM3975A1 (en)	1975-12-22
SU558641A3 (ru)	1977-05-15
AU7970575A (en)	1976-10-07
FR2266696B1 (de)	1979-02-23
CA1047040A (en)	1979-01-23
LU72218A1 (de)	1975-08-20
BE827557A (fr)	1975-07-31
SE7503913L (sv)	1975-10-06
FR2266696A1 (de)	1975-10-31
DK140012B (da)	1979-06-05
DK140012C (de)	1979-11-05
MW1675A1 (en)	1976-06-09
YU84975A (en)	1982-02-28
IE42115B1 (en)	1980-06-04
GB1501465A (en)	1978-02-15
AT343109B (de)	1978-05-10
TR18107A (tr)	1976-09-30
CH605743A5 (de)	1978-10-13
JPS5747996B2 (de)	1982-10-13
DE2514759C3 (de)	1980-01-31
HU170630B (de)	1977-07-28
IN143274B (de)	1977-10-29
DE2514759A1 (de)	1975-10-09
DK144875A (de)	1975-10-06

Publication	Publication Date	Title
NO751138L (de)	1975-10-07
DK3157930T3 (en)	2019-01-21	PROCEDURES FOR THE PREPARATION OF HETEROCYCLIC 1,3-BENZODIOXOL COMPOUNDS
JPS6393735A (ja)	1988-04-25	（２，２）−パラシクロフアンおよびその誘導体の製造方法
CA3064033A1 (en)	2018-12-27	Methods for the preparation of 1,3-benzodioxole heterocyclic compounds
SU507233A3 (ru)	1976-03-15	Способ получени производных изоиндолина или их солей
CN101298413B (zh)	2011-12-28	3-甲基环十五酮的制备方法
US2507473A (en)	1950-05-09	Coumaran derivatives and process for preparing same
Southwick et al.	1950	Reactions of 1, 4-Diphenyl-1-bromo-3-butene-2-one. I. A Synthesis of 1-Aryl-2, 5-diphenyl-3-pyrrolidones
EP0148145B1 (de)	1986-12-30	Verfahren zur Herstellung von Nitrodiarylaminen
JP3566297B2 (ja)	2004-09-15	Ｄ−（＋）−ビオチン中間体の改良された製造方法
KR19980032976A (ko)	1998-07-25	디옥사진 화합물의 제조방법
EA004922B1 (ru)	2004-10-28	Способ получения полигалогенированных паратрифторметиланилинов
KR790000827B1 (ko)	1979-07-18	치환된 인돌레닌의 제조방법
SU999967A3 (ru)	1983-02-23	Способ получени 6-N-замещенных 6-амино-3-пиридазинилгидразинов или их солей
US11661407B2 (en)	2023-05-30	Process for the preparation of pyrylium salts
JPS6154027B2 (de)	1986-11-20
JP3912758B2 (ja)	2007-05-09	１，１−ジ置換−１Ｈ−ベンゾ〔ｅ〕インドール化合物の製造方法及び４〜９位ヒドロキシ基置換の該化合物
SU464108A3 (ru)	1975-03-15	Способ получени замещенной бензолсульфонилмочевины
US4210601A (en)	1980-07-01	Process for preparing aryl[4,4'-bis(di-loweralkyl-amino)benzhydryl]sulfones
SU61273A1 (ru)	1941-11-30	Способ разделени смеси карбазола и антрацена
EP0292522A1 (de)	1988-11-30	Farbbildnerherstellung
SU439986A1 (ru)	1974-08-15	Сособ получени производных тиепина
WO2002034732A1 (en)	2002-05-02	An improved process for the preparation of 10h-phenoxazine
RU2131871C1 (ru)	1999-06-20	Способ получения солей 1,3-диметил-4,8-диалкокси-6-r-пирроло-(тиено)-[c] тропилия
JPH06179647A (ja)	1994-06-28	１，４−ジアミノアントラキノン−２，３−ジスルホン酸及び１，４−ジアミノアントラキノン−２，３−ジニトリルの製造方法