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    • 1. 发明公开
    • Process for producing aminothiophenols and their derivatives
    • 生产氨基苯酚及其衍生物的方法
    • EP0251552A3
    • 1989-11-02
    • EP87305323.5
    • 1987-06-16
    • CELANESE CORPORATION
    • Davenport, Kenneth G.
    • C07C148/00C07C149/42C07C131/00C07C155/02C07C103/38
    • C07C333/02
    • A process is provided for preparing N-acyl-aminothiophenols, e.g., N-acetyl-para-aminothiophenol, or aminothiophenols, e.g., para-aminothiophenol, by reacting a hydroxy aromatic ketone, e.g., 4-hydroxyacetophenone (4-HAP), with hydroxylamine or a hydroxylamine salt, to form the oxime of the ketone, subjecting the oxime to a Beckmann rearrangement in the presence of a catalyst to form the N-acyl-hydroxy aromatic amine, e.g., N-acetyl-para-aminophenol (APAP), reacting the N-acyl-hydroxyaromatic amine with an N,N-di-(organo) thiocarbamoyl halide, e.g., N,N-dimethylthiocarbamoyl chloride, to form an O-(N-acyl-aminoaryl)-N,N-di-(organo) thiocarbamate, e.g., 0-(N-acetyl-para-aminophenyl)-N,N-dimethylthiocarbamate, pyrolytically rearranging the 0-(N-acyl-aminoaryl)-N,N-di(organo)thiocarbamate to form an S-(N-acyl-aminoaryl)-N,N-di(organo)-thiocarbamate, e.g., S-(N-acetyl-para-aminophenyl)-N,N-dimethylthiocarbamate, and hydrolyzing the latter compound to obtain the N-acyl aminothiophenol or aminothiophenol. The N-acyl aminothiophenol may be reacted with an acylating agent to form the N,S-diacyl-aminothiophenol, e.g., N,S-diacetyl-p-aminothiophenol, or may be further hydrolyzed to the aminothiophenol, e.g., p-aminothiophenol.
    • 5. 发明公开
    • Process for producing aminothiophenols and their derivatives
    • Verfahren zur Herstellung von Aminothiophenolen und ihren Derivaten。
    • EP0251552A2
    • 1988-01-07
    • EP87305323.5
    • 1987-06-16
    • CELANESE CORPORATION
    • Davenport, Kenneth G.
    • C07C148/00C07C149/42C07C131/00C07C155/02C07C103/38
    • C07C333/02
    • A process is provided for preparing N-acyl-aminothiophenols, e.g., N-acetyl-para-aminothiophenol, or aminothiophenols, e.g., para-aminothiophenol, by reacting a hydroxy aromatic ketone, e.g., 4-hydroxyacetophenone (4-HAP), with hydroxylamine or a hydroxylamine salt, to form the oxime of the ketone, subjecting the oxime to a Beckmann rearrangement in the presence of a catalyst to form the N-acyl-hydroxy aromatic amine, e.g., N-acetyl-para-aminophenol (APAP), reacting the N-acyl-hydroxyaromatic amine with an N,N-di-(organo) thiocarbamoyl halide, e.g., N,N-dimethylthiocarbamoyl chloride, to form an O-(N-acyl-aminoaryl)-N,N-di-(organo) thiocarbamate, e.g., 0-(N-acetyl-para-aminophenyl)-N,N-dimethylthiocarbamate, pyrolytically rearranging the 0-(N-acyl-aminoaryl)-N,N-di(organo)thiocarbamate to form an S-(N-acyl-aminoaryl)-N,N-di(organo)-thiocarbamate, e.g., S-(N-acetyl-para-aminophenyl)-N,N-dimethylthiocarbamate, and hydrolyzing the latter compound to obtain the N-acyl aminothiophenol or aminothiophenol. The N-acyl aminothiophenol may be reacted with an acylating agent to form the N,S-diacyl-aminothiophenol, e.g., N,S-diacetyl-p-aminothiophenol, or may be further hydrolyzed to the aminothiophenol, e.g., p-aminothiophenol.
    • 提供了一种制备N-酰基 - 氨基噻吩酚的方法,例如N-乙酰基 - 对氨基苯硫酚或氨基硫酚,例如对氨基苯硫酚,通过使羟基芳族酮例如4-羟基苯乙酮(4-HAP)与 羟胺或羟胺盐形成酮的肟,在催化剂存在下使肟进行贝克曼重排以形成N-酰基 - 羟基芳族胺,例如N-乙酰基对氨基苯酚(APAP) ,使N-酰基 - 羟基芳族胺与N,N-二(有机)硫代氨基甲酰卤如N,N-二甲基硫代氨基甲酰氯反应形成O-(N-酰基 - 氨基芳基)-N,N-二( 有机基)硫代氨基甲酸酯,例如O-(N-乙酰基对氨基苯基)-N,N-二甲基硫代氨基甲酸酯,热解地重排N(N-酰基 - 氨基芳基)-N,N-二(有机))硫代氨基甲酸酯,形成S - (N-酰基 - 氨基芳基)-N,N-二(有机)硫代氨基甲酸酯,例如S-(N-乙酰基 - 对氨基苯基)-N,N-二甲基硫代氨基甲酸酯,并水解后一种化合物,得到N-酰基 氨基苯硫酚或氨基 苯硫酚。 N-酰基氨基苯硫酚可以与酰化剂反应以形成N,S-二酰基 - 氨基苯硫酚,例如N,S-二乙酰基对氨基苯硫酚,或者可以进一步水解成氨基苯硫酚,例如对氨基苯硫酚。