http://rdf.ncbi.nlm.nih.gov/pubchem/patent/GB-1269355-A

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http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07D231-52
http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/G03C7-3275
classificationIPCInventive http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07D231-52
http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/G03C7-327
http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/G03C7-384
filingDate 1968-07-18-04:00^^<http://www.w3.org/2001/XMLSchema#date>
inventor http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_abee256d2ad0efb787796024f3aca82d
http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_f826b76570d82dfcbb99501ec6a74b20
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publicationDate 1972-04-06-04:00^^<http://www.w3.org/2001/XMLSchema#date>
publicationNumber GB-1269355-A
titleOfInvention 0-aryl-2-pyrazoline-5-one colour couplers
abstract 1,269,355. 1 - Aryl - 2 - pyrazolin - 5 - ones. AGFA-GEVAERT. 20 June, 1969 [18 July, 1968], No. 34340/68. Heading C2C. [Also in Divisions C3 and G2] Novel pyrazolinones of the formula in which Q represents haloalkoxy, halothioalkyl or haloalkyl-sulphonyl, Z represents hydrogen, halogen, alkyl, alkoxy, alkylthio, alkylsulphonyl or the group Q and R 1 represents an alkyl, aryl, acyl, carbamoyl or acyloxy group each of which may be substituted, are prepared by known methods from the corresponding 1-phenyl-3- amino - 2 - pyrazolin - 5 - ones. Preferred compounds are those in which Q is CHCl 2 -SO 2 -, CH 2 Cl-SO 2 - or RCF 2 O-, RCF 2 S- or RCF 2 SO 2 -, where R is hydrogen, fluorine or polyhaloalkyl. The preparation of a variety of compounds is described. The pyrazolinones are colour couplers (see Division G2). The starting 1 -phenyl-3-amino-2-pyrazolin-5- ones are prepared from a substituted phenylhydrazine and ethyl #-ethoxy-#-iminopropionate. o- or p-(1,1,2-Trifluoro-2-chloroethoxy) phenylhydrazine is obtained by reduction of the diazonium salt of o- or p-(1,1,2-trifluoro-2- chloroethoxy) aniline. o-Difluoromethylthioaniline hydrochloride, obtained by reacting oamino-thiophenol with difluorochloromethane in the presence of KOH, is diazotized and reduced to o-difluoromethylthiophenylhydrazine. p - (1,1,2 - Trifluoro - 2 - chloroethylsulphonyl) phenylhydrazine is prepared by heating hydrazine with p - (1,1,2 - trifluoro - 2 - chloroethylsulphonyl) - chlorobenzene. 2 - Chloro - 5 - chloromethylsulphonylaniline, obtained by reducing 4 - chloro - 3 - nitrophenyl chloromethyl sulphone, is diazotized and reduced to 2-chloro-5- chloromethylsulphonylphenylhydrazine. m - Dichloromethylsulphonylphenylhydrazine hydrochloride is prepared by nitrating dichloromethylphenylsulphone reducing the resulting m-nitrophenyl dichloromethyl sulphone to m-dichloromethylsulphonylaniline and diazotizing and reducing the amine. 2-(2-Tetradecyl-4-chloro-5- methylphenoxy) ethyl chloroformate is obtained by reacting 4-chloro-m-cresol with 1-tetradecene to form 2-tetradecyl-4-chloro-5-methylphenol which is reacted with 2-chloroethanol and the resulting 2 - (2 - tetradecyl - 4 - chloro- 5-methylphenoxy)-ethanol treated with phosgene.
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priorityDate 1968-07-18-04:00^^<http://www.w3.org/2001/XMLSchema#date>
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