http://rdf.ncbi.nlm.nih.gov/pubchem/patent/GB-274527-A

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classificationCPCInventive http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C09B7-06
classificationIPCInventive http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C09B7-06
filingDate 1926-02-17-04:00^^<http://www.w3.org/2001/XMLSchema#date>
publicationDate 1927-07-18-04:00^^<http://www.w3.org/2001/XMLSchema#date>
publicationNumber GB-274527-A
titleOfInvention The manufacture of vat dyestuffs of the 2-thionaphthene-2-indolindigo series
abstract 274,527. Carpmael, W., (I. G. Farbenindustrie Akt.-Ges.). Feb. 17, 1926. Thioindigoid dyes.--Vat dyestuffs of the 2- thionaphthene-2-indolindigo series are produced by condensing oxythionaphthenes of the general formula (where X=balogen or alkyl, Y=hydrogen, halogen or alkyl, and Z=hydrogen or a monovalent radicle but not halogen) with isatin-alpha-derivatives of the general formula (where R is an aryl residue and R, a halogen or an arylido group). 5 : 7-Dihalogenisatin-alphahalides are particularly suitable, though similar dyestuffs can be obtained by using non-halogenated isatin-alpha-derivatives and subsequently halogenizing the products. The products dye cotton and wool from the vat in fast blue to violet shades. According to the examples, dyestuffs are obtained from the following components : 5: 7-dichlor- or 5 : 6 : 7-triohlor-oxythionaphthene and 5 : 7-dibromisatinchloride; 5: 6 : 7-trichloroxythionaphthene and isatin-alphaanilide followed by bromination in sulphuric acid; 5-chlor-7-methyl-, 5-methy-7-chlor-, or 5: 7- dichlor-6-methyl-oxythionaphthene and 5: 7- dichlor- or 5: 7-dibromisatin chloride or arylide, or 6-chlor-7-methylisatinarylide ; 4-ethyl-5 : 7- dichloroxythionaphthene and 4 : 7-dimethvl-5- chloroxythionaphthene are also specified as parent materials. The condensation of 2: 4-dimethyloxythionaphthene (5 : 7 - dimethyloxythionaphthene) with halogenized derivatives of alpha- or #- naphthisatins is excluded. Oxythionaphthenes. - The above mentioned oxythionaphthenes can be produced from the corresponding substituted arylamines by converting into the corresponding arylthioglycollic acids and treating these with chlorsulphonic acid, or, after conversion into the acid chlorides, with condensing agents such as aluminium chloride or phosphorus pentoxide. 5:6: 7-Trichloroxythionaphthene may also be prepared from 1-amino-3: 5-dichlorbenzene or 1- amino-3 : 4 : 5-trichlorbenzene according to the series of reactions described in Specifications 17417/14 and 18292/14: 4 methyl-5 : 6 : 7- trichloroxythionaphthene may also be obtained from 1-methyl-2-amino-4: 6-dichlorbenzene or 1-methyl-2-amino-4: 5: 6-tricblorbenzene by the same methods. 6-Chlor-7-methylisatin-alpha-arylides may be obtained from 1-methyl-2-amino-6-chlorbenzene by the method of Sandmeyer described in Specification 15497/99. Chlortoluidines. - 1-methyl-2-amino-4: 5: 6 trichlorbenzene may be made by nitrating 3 : 4- dichlor-1-methylbenzene, further chlorinating the nitro compound, and reducing; the acetyl derivative is mentioned. 1-Methyl-3-amino- 4 : 5 : 6-trichlorbenzene may be made by nitrating 1-methyl-4 : 5 : 6-trichlorbenzene, whereby a mixture of the 2-and 3-nitro compounds is produced, separating the more volatile 3-nitro compound by fractional distillation, and reducing. 1-Ethyl-3-amino-4: 6-dichlorbenzene is obtained by further chlorinating 4-chlorethylbenzene, isolating the 4 : 6-dichlor compound by distillation, nitrating, and reducing.
priorityDate 1926-02-17-04:00^^<http://www.w3.org/2001/XMLSchema#date>
type http://data.epo.org/linked-data/def/patent/Publication

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