GB561516A - New monoazo dyestuffs - Google Patents

New monoazo dyestuffs

Info

Publication number
GB561516A
GB561516A GB1318842A GB1318842A GB561516A GB 561516 A GB561516 A GB 561516A GB 1318842 A GB1318842 A GB 1318842A GB 1318842 A GB1318842 A GB 1318842A GB 561516 A GB561516 A GB 561516A
Authority
GB
United Kingdom
Prior art keywords
pyrazolone
aminophenol
methyl
sulphonic acid
phenoxyphenyl
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
GB1318842A
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.)
Imperial Chemical Industries Ltd
Original Assignee
Imperial Chemical Industries Ltd
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 Imperial Chemical Industries Ltd filed Critical Imperial Chemical Industries Ltd
Priority to GB1318842A priority Critical patent/GB561516A/en
Publication of GB561516A publication Critical patent/GB561516A/en
Expired legal-status Critical Current

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Abstract

Monoazo dyes are obtained by coupling a diazotised o-aminophenol- or o-aminonaphtholmonosulphonic acid, which may carry simple substituents, such as halogen atoms or nitro groups, with a 1-phenoxyphenyl-3-(methyl or phenyl)-5-pyrazolone, wherein the phenyl nuclei may be substituted by halogen atoms or alkyl or alkoxy groups, but not otherwise. Specified diazo compounds are 2-aminophenol-4- or 6-sulphonic acid, 6-chloro- or nitro-2-aminophenol-4-sulphonic acid, 4-chloro- or nitro-2-aminophenol-6-sulphonic acid and 1 : 2-aminonaphthol-4-sulphonic acid and specified coupling components are 1-(p-phenoxyphenyl)-3-methyl-5-pyrazolone and its 21- and 41-chloro derivatives and 1-(m-phenoxyphenyl)-3-(methyl or phenyl)-5-pyrazolone. The products give strong orange-brown to bluish red dyeings, fast to washing, milling, potting and light, when applied to wool by the metachrome process. Examples relate to the production of the dyestuffs: (1) 4-chloro-2-aminophenol-6-sulphonic acid --> 1 - (p - phenoxyphenyl) - 3 - methyl - 5 - pyrazolone; (2) 1 : 2 - aminonaphthol - 4 - sulphonic acid --> 1-(p-21-chlorophenoxyphenyl)-3 - methyl - 5 - pyrazolone ; (3) 4 - nitro - 2 - aminophenol - 6 - sulphonic acid --> 1 - (p - 41-chlorophenoxyphenyl) - 3 - methyl - 5 - pyrazolone; (4) 4 - nitro - 2 - aminophenol - 6 - sulphonic acid --> 1 - (m - phenoxyphenyl) - 3 - phenyl - 5 - pyrazolone; (5) 6 - nitro - 2 - aminophenol-4-sulphonic acid --> 1-(p-41-chlorophenoxyphenyl)-3-methyl-5-pyrazolone. 1 - Phenoxyphenyl - 3 - (methyl or phenyl) - 5 - pyrazolones and their substitution products are obtained by condensation of the corresponding phenoxyphenylhydrazines with acetoacetic or benzoylacetic ester. Phenoxyphenylhydrazines are obtained by the action of hydrochloric acid on the hydrazino-b -sulphonic acids obtained by reducing with zinc dust and glacial acetic acid the diazosulphonates obtained by the action of sodium sulphite on the corresponding diazotised 4- or 3-aminodiphenyl ether.
GB1318842A 1942-09-18 1942-09-18 New monoazo dyestuffs Expired GB561516A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
GB1318842A GB561516A (en) 1942-09-18 1942-09-18 New monoazo dyestuffs

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB1318842A GB561516A (en) 1942-09-18 1942-09-18 New monoazo dyestuffs

Publications (1)

Publication Number Publication Date
GB561516A true GB561516A (en) 1944-05-23

Family

ID=10018449

Family Applications (1)

Application Number Title Priority Date Filing Date
GB1318842A Expired GB561516A (en) 1942-09-18 1942-09-18 New monoazo dyestuffs

Country Status (1)

Country Link
GB (1) GB561516A (en)

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