GB1378446A - Process for the manufacture of dicyanovinyl compounds - Google Patents

Process for the manufacture of dicyanovinyl compounds

Info

Publication number
GB1378446A
GB1378446A GB4358572A GB4358572A GB1378446A GB 1378446 A GB1378446 A GB 1378446A GB 4358572 A GB4358572 A GB 4358572A GB 4358572 A GB4358572 A GB 4358572A GB 1378446 A GB1378446 A GB 1378446A
Authority
GB
United Kingdom
Prior art keywords
compound
aromatic
acid
heteroaromatic
basic
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
GB4358572A
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
Priority claimed from CH1399271A external-priority patent/CH557800A/en
Application filed by Ciba Geigy AG filed Critical Ciba Geigy AG
Publication of GB1378446A publication Critical patent/GB1378446A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C255/00—Carboxylic acid nitriles
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D215/00—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems
    • C07D215/02—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom
    • C07D215/12—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom with substituted hydrocarbon radicals attached to ring carbon atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D231/00—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings
    • C07D231/02—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings
    • C07D231/10—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
    • C07D231/14—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members 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 ring carbon atoms
    • C07D231/18—One oxygen or sulfur atom
    • C07D231/20—One oxygen atom attached in position 3 or 5
    • C07D231/22—One oxygen atom attached in position 3 or 5 with aryl radicals attached to ring nitrogen atoms
    • C07D231/26—1-Phenyl-3-methyl-5- pyrazolones, unsubstituted or substituted on the phenyl ring
    • 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
    • C07D307/02—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings
    • C07D307/34—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
    • C07D307/38—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with substituted hydrocarbon radicals attached to ring carbon atoms
    • C07D307/54—Radicals substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D333/00—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom
    • C07D333/02—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings
    • C07D333/04—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom
    • C07D333/06—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to the ring carbon atoms
    • C07D333/24—Radicals substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
    • 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
    • C09B23/00—Methine or polymethine dyes, e.g. cyanine dyes
    • C09B23/14—Styryl dyes

Abstract

1378446 Dicyanovinyl compounds CIBAGEIGY AG 20 Sept 1972 [24 Sept 1971 15 Aug 1972] 43585/72 Heading C2C Aromatic, heteroaromatic or aliphatic compounds containing at least one radical of the formula wherein R is an H atom, or an alkyl, cycloalkyl or aralkyl radical, are obtained by reacting a compound of formula wherein X is a halogen atom with (a) an aromatic or heteroaromatic compound which bears one or more electron-donating substituents with negative Brown substitution constants # p <SP>+</SP> and without mobile H atoms, (b) a #-excess-heteroaromatic compound, or (c) a CH-acid compound, in the absence of Lewis acid, in an anhydrous, preferably organic, medium, and optionally adding an acid-binding agent after the reaction with the 2,2-dicyanoethylene compound has been effected. Specified solvents are aliphatic and aromatic optionally chlorinated hydrocarbons, aliphatic ethers and low M.W. fatty acids. When the aromatic or heteroaromatic compound contains strongly basic groups as electron-donating substituents, the reaction with 1-halogeno-2,2-dicyano-ethylenes is carried out in a stepwise manner by reacting half the basic compound present to give the required 2,2- dicyanovinyl compound and then releasing the remainder of the basic compound from its hydrogen halide salt by adding an equivalent amount of an acid-binding agent. When the aromatic or heteroaromatic compounds are non- basic or at most weakly basic, the reaction may be carried out without the use of an acid-binding agent, the hydrogen halide produced being optionally removed by a stream of gas. Examples are given which illustrate the process of the invention.
GB4358572A 1971-09-24 1972-09-20 Process for the manufacture of dicyanovinyl compounds Expired GB1378446A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH1399271A CH557800A (en) 1971-09-24 1971-09-24 Dicyanovinylation of aromatic, heteroaromatic or aliphatic cpds - - with 1-halo-2,2-dicyanoethylenes
CH1209372 1972-08-15

Publications (1)

Publication Number Publication Date
GB1378446A true GB1378446A (en) 1974-12-27

Family

ID=25709605

Family Applications (1)

Application Number Title Priority Date Filing Date
GB4358572A Expired GB1378446A (en) 1971-09-24 1972-09-20 Process for the manufacture of dicyanovinyl compounds

Country Status (7)

Country Link
JP (1) JPS4839438A (en)
BE (1) BE789121A (en)
DE (1) DE2246437A1 (en)
ES (1) ES406960A1 (en)
FR (1) FR2153976A5 (en)
GB (1) GB1378446A (en)
IT (1) IT965464B (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4166068A (en) * 1974-04-25 1979-08-28 Sandoz Ltd. β,β-Dicyano styrenes

Families Citing this family (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS50149089A (en) * 1974-05-20 1975-11-28
AU500971B2 (en) * 1974-06-28 1979-06-07 Technigaz Offshore loading system
JPS51151986A (en) * 1975-06-18 1976-12-27 Mitsui Eng & Shipbuild Co Ltd Free-to-move-around mooring method for floating (or stationary) ship
JPS52123098A (en) * 1976-04-08 1977-10-15 Mitsubishi Heavy Ind Ltd Method of mooring floated article
JPS5636712Y2 (en) * 1980-06-18 1981-08-28
JPS62122892A (en) * 1985-11-21 1987-06-04 Sekiyu Kodan Mooring method for floating structure and its device
US5260179A (en) * 1992-09-16 1993-11-09 Eastman Kodak Company Photographic elements containing imine dyes

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4166068A (en) * 1974-04-25 1979-08-28 Sandoz Ltd. β,β-Dicyano styrenes

Also Published As

Publication number Publication date
ES406960A1 (en) 1976-01-16
IT965464B (en) 1974-01-31
JPS4839438A (en) 1973-06-09
DE2246437A1 (en) 1973-03-29
FR2153976A5 (en) 1973-05-04
BE789121A (en) 1973-03-22

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Legal Events

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