GB1346531A - Process for the manufacture of aminoarylureas and -thioureas - Google Patents

Process for the manufacture of aminoarylureas and -thioureas

Info

Publication number
GB1346531A
GB1346531A GB419672A GB419672A GB1346531A GB 1346531 A GB1346531 A GB 1346531A GB 419672 A GB419672 A GB 419672A GB 419672 A GB419672 A GB 419672A GB 1346531 A GB1346531 A GB 1346531A
Authority
GB
United Kingdom
Prior art keywords
carbon atoms
formula
alkyl
groups
hydrogen
Prior art date
Legal status (The legal status 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 status listed.)
Expired
Application number
GB419672A
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Novartis AG
Original Assignee
Ciba Geigy AG
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.)
Filing date
Publication date
Application filed by Ciba Geigy AG filed Critical Ciba Geigy AG
Publication of GB1346531A publication Critical patent/GB1346531A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
    • C07D307/77—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom ortho- or peri-condensed with carbocyclic rings or ring systems
    • C07D307/91—Dibenzofurans; Hydrogenated dibenzofurans
    • 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
    • C07C273/1809—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 with formation of the N-C(O)-N moiety
    • C07C273/1818—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 with formation of the N-C(O)-N moiety from -N=C=O and XNR'R"
    • C07C273/1827—X being H
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C335/00—Thioureas, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups
    • C07C335/04—Derivatives of thiourea
    • C07C335/16—Derivatives of thiourea having nitrogen atoms of thiourea groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton
    • C07C335/20—Derivatives of thiourea having nitrogen atoms of thiourea groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton being further substituted by nitrogen atoms, not being part of nitro or nitroso groups
    • 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
    • C07D209/56—Ring systems containing three or more rings
    • C07D209/80—[b, c]- or [b, d]-condensed
    • C07D209/82—Carbazoles; Hydrogenated carbazoles
    • C07D209/88—Carbazoles; Hydrogenated carbazoles with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to carbon atoms of the ring system
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D277/00—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings
    • C07D277/60—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings condensed with carbocyclic rings or ring systems
    • C07D277/62—Benzothiazoles
    • C07D277/64—Benzothiazoles with only hydrocarbon or substituted hydrocarbon radicals attached in position 2
    • C07D277/66—Benzothiazoles with only hydrocarbon or substituted hydrocarbon radicals attached in position 2 with aromatic rings or ring systems directly attached in position 2
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B1/00—Dyes with anthracene nucleus not condensed with any other ring
    • C09B1/16—Amino-anthraquinones
    • C09B1/20—Preparation from starting materials already containing the anthracene nucleus
    • C09B1/36—Dyes with acylated amino groups
    • C09B1/38—Urea and thiourea derivatives
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2603/00—Systems containing at least three condensed rings
    • C07C2603/02—Ortho- or ortho- and peri-condensed systems
    • C07C2603/40—Ortho- or ortho- and peri-condensed systems containing four condensed rings
    • C07C2603/42—Ortho- or ortho- and peri-condensed systems containing four condensed rings containing only six-membered rings
    • C07C2603/48—Chrysenes; Hydrogenated chrysenes

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Polyurethanes Or Polyureas (AREA)

Abstract

1346531 Aminoacrylureas and thioureas CIBA-GEIGY AG 28 Jan 1972 [3 Feb 1971] 4196/72 Heading C2C Aminoaryl ureas and thioureas are prepared by reacting an arylenediamine with an alkyl-, cycloalkyl- or aryl-isocyanate or arylisothiocyanate in an inert organic solvent and in the presence of catalytic amounts of a tertiary base. The arylenediamine is preferably a phenylene diamine of the formula or a diphenylene diamine of the formula where X and Y are hydrogen or halogen atoms or alkyl or alkoxy groups having 1 to 6 carbon atoms, and where Y 1 and Y 2 are hydrogen or halogen atoms or alkyl or alkoxy groups having 1 to 6 carbon atoms or carbalkoxy groups having 2 to 7 carbon atoms. The isocyanate is preferably a naphthylisocyanate or a phenylisocyanate of the formula and the isothiocyanate is preferably a naphthylisothiocyanate or a phenylisothiocyanate of the formula where X 1 and X 2 are hydrogen or halogen atoms, alkyl, alkoxy or alkylsulphonyl groups having 1 to 6 carbon atoms, carbalkoxy groups having 2 to 7 carbon atoms or nitro, trifluoromethyl or phenoxy groups and X 3 is a hydrogen or halogen atom or an alkyl group having 1 to 6 carbon atoms. The invention further comprises aminodiphenyl ureas of the general formulµ and aminodiphenylthioureas of the general formula where Ar is an aryl radical and X 1 , X 2 , X 3, Y 1 and Y 2 are as described above.
GB419672A 1971-02-03 1972-01-28 Process for the manufacture of aminoarylureas and -thioureas Expired GB1346531A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CH159771A CH550147A (en) 1971-02-03 1971-02-03 PROCESS FOR THE MANUFACTURING OF AMINOARYL URUBE AND AMINOARYL URINE

Publications (1)

Publication Number Publication Date
GB1346531A true GB1346531A (en) 1974-02-13

Family

ID=4214142

Family Applications (1)

Application Number Title Priority Date Filing Date
GB419672A Expired GB1346531A (en) 1971-02-03 1972-01-28 Process for the manufacture of aminoarylureas and -thioureas

Country Status (8)

Country Link
BE (1) BE778852A (en)
CH (1) CH550147A (en)
CS (1) CS171249B2 (en)
DE (1) DE2202218A1 (en)
FR (1) FR2125026A5 (en)
GB (1) GB1346531A (en)
IT (1) IT948059B (en)
NL (1) NL7201202A (en)

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2429782A1 (en) * 1978-06-27 1980-01-25 American Cyanamid Co Metal salts of substd. bis-naphthalene sulphonic acids - having complement inhibiting activity, useful as antiinflammatories
US4218438A (en) * 1979-02-14 1980-08-19 Eli Lilly And Company Anticoccidial combinations comprising nicarbazin and the polyether antibiotics
FR2823503B1 (en) * 2001-04-11 2003-07-04 Oreal NOVEL COMPOUNDS, MANUFACTURING METHOD, USE AS PIGMENTS AND COSMETIC COMPOSITION

Also Published As

Publication number Publication date
CH550147A (en) 1974-06-14
FR2125026A5 (en) 1972-09-22
DE2202218A1 (en) 1972-08-10
CS171249B2 (en) 1976-10-29
NL7201202A (en) 1972-08-07
BE778852A (en) 1972-08-02
IT948059B (en) 1973-05-30

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Legal Events

Date Code Title Description
PS Patent sealed
PCNP Patent ceased through non-payment of renewal fee