Patent GB-704840-A (GB)
Title: Improvements in or relating to dyestuffs
Inventor: KENDALL JOHN DAVID
IPC: C09B23/10
Filed: 1950-12-05
Abstract: Methyl isopropylidenecyanacetate is prepared by refluxing together methyl cyanacetate, acetone, chloroform, ammonium acetate, and acetic acid.  Ethyl 2-butylidenecyanacetate, ethyl 2-cyano-3-ethyl-4-methyl-2-butenoate, ethyl 2-cyano - 3:5 - dimethyl - 2:4 - hexadienoate, ethyl isopropylidenecyanacetate, ethyl 2-cyano-3-phenyl-2-butenoate, ethyl 2-cyano-3-phenyl-2-pentenoate, ethyl cyclopentylidenecyanacetate, ethyl cyclohexylidenecyanacetate, and methyl 2 - cyano - 3 - (2 - thienyl) - 2 - butenoate, are similarly prepared.ALSO:Dyes of the general formula <FORM:0704840/IV(c)/1> wherein D1 is the residue of a 5- or 6-membered heterocyclic nitrogen nucleus, Y is alkyl, aralkyl, aryl, or heterocyclic, Z is esterified carboxyl, R1 is alkyl or aralkyl, R2 is H, a hydrocarbon group, or a group which with Y constitutes a carbocyclic ring, and m and n are 0 or 1, are prepared by condensing a compound of the formula <FORM:0704840/IV(c)/2> with a compound of the general formula <FORM:0704840/IV(c)/3> wherein Q is an alkyl thioether, arylamino, or acylarylamino group and X1 is an acid radicle.  Ethyl 6-(3-ethyl-2:3-dihydrobenzthiazolylidene-2) -3-methyl-2-cyano-2:4-hexadienoate is prepared by refluxing together 2-b -acetanilidovinylbenzthiazole ethiodide, ethyl isopropylidenecyanacetate, triethylamine, and ethanol.  Ethyl 4-(3-methyl-2:3-dihydrobenzthiazolylidene-2) -3-methyl-2-cyano-2-butenoate, ethyl 4-(3-ethyl-2:3-dihydrobenzthiazolylidene-2) -3-methyl-2-cyano-2-butenoate, ethyl 4-(1-methyl-1:2-dihydroquinolylidene-2) -3-methyl-2-cyano-2-butenoate, ethyl 4-(3-methyl-2:3-dihydro-4:5-benzbenzthiazolylidene-2) -3-methyl-2-cyano-2-butenoate, ethyl 6-(3-methyl-2:3-dihydrobenzoxa-zolylidene-2) -3-methyl-2-cyano-2:4-hexadienoate, ethyl 6-(1-methyl-1:4-dihydroquinolylidene-2) -3-methyl-2-cyano-2:4-hexadienoate, ethyl 6-(1:3:3-trimethyl-1:2-dihydroindolylidene-2) -3-methyl-2-cyano-2-butenoate, ethyl 4-(3-methyl-2:3-dihydro-5:6-dimethoxy-benzthiazolylidene-2) -3-methyl-2-cyano-2-butenoate, ethyl 4-(3:6-dimethyl-2:3-dihydrobenzoxazolylidene-2) -3-methyl-2-cyano-2-butenoate, ethyl 4-(3-methyl-2:3-dihydrobenzthiazolylidene-2) -3-ethyl-2-cyano-2-butenoate, ethyl 4-(3-ethyl-2:3-dihydrobenzthiazolylidene-2) -3-ethyl-2-cyano-2-butenoate, ethyl 4-(3-methyl-2:3-dihydrobenzoxazolylidene-2) -3-ethyl-2-cyano-2-butenoate, ethyl 4-(3-methyl-2:3-dihydro-4:5-benzbenzthiazolylidene-2) -3-ethyl-2-cyano-2-butenoate, methyl 4-(3-methyl-2:3-dihydrobenzthiazolylidene-2) -3-methyl-2-cyano-2-butenoate, methyl 4-(3-ethyl-2:3-dihydrobenzthiazolylidene-2) -3-methyl-2-cyano-2-butenoate, methyl 4-(1-methyl-1: 2-dihydroquinolylidene-2)-3-methyl-2-cyano-2-butenoate, methyl 4-(3-methyl-2:3-dihydro-4:5-benzbenzthiazolylidene-2) -3-methyl-2-cyano-2-butenoate, ethyl 6-(3-methyl-2:3-dihydro-4:5-benzbenzthiazolylidene-2) -3-methyl-2-cyano-2:4-hexadienoate, ethyl 4-(3-methyl-2:3-dihydro-4:5-benzbenzthiazolylidene-2) -3-dimethylvinyl-2-cyano-2-butenoate, ethyl 4-(3-methyl-2:3-dihydrobenzthiazolylidene-2) -3-phenyl-2-cyano-2-butenoate, ethyl 4-(1-methyl-1:2-dihydroquinolylidene-2) -3-phenyl-2-cyano-2-butenoate, ethyl 6-(3-methyl-2:3-dihydrobenzoxazolylidene-2) -3-phenyl-2-cyano-2:4-hexadienoate, ethyl 4-(3-methyl-2:3-dihydro-4:5-benzbenzthiazolylidene-2) -3-phenyl-2-cyano-2-butenoate, methyl 4-(3-methyl-2:3-dihydro-4:5-benzbenzthiazolylidene 2)-3-(2-thienyl)-2-cyano-2-butenoate, methyl 6-(3-methyl-2:3-dihydrobenzthiazolylidene-2)-3-(2-thienyl) -2-cyano-2:4-hexadienoate, methyl 6-(3-methyl-2:3-dihydrobenzoxazolylidene-2)-3-(2-thienyl) -2-cyano-2:4-hexadienoate, and ethyl 4-(3-methyl-4:5-benz-2:3-dihydrobenzthiazolylidene-2) -3:4-trimethylene-2-cyano-2-butenoate are similarly prepared.