Method for preparing 2-nitro-5-(phenylthio)-anilines
AssigneeBayer Aktiengesellschaft
InventorsVolker Glock, Willi Streicher, Friedrich-Wilhelm Ullrich
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Abstract
The invention relates to a process for preparing 2-nitro-5-(phenylthio)anilines of formula (I) wherein R1 represents hydrogen, C1-C8-alkyl, C3-C8-cycloalkyl, C1-C8-alkoxy, or halogen and R2 represents hydrogen, C1-C8-alkyl, C3-C8-cycloalkyl, C1-C8-alkoxy, halogen, or C6-C10-aryl optionally substituted with C1-C8-alkyl, C1-C8-alkoxy, or halogen, by reacting, in a solvent, a 5-chloro-2-nitroaniline of the formula (II) wherein R1 is as defined for formula (I), with a thiophenol of the formula (III) wherein R2 is as defined for formula (I), and ammonia.
Claims9
A process for preparing a 2-nitro-5-(phenylthio)aniline of formula (I)
- wherein
- R1 represents hydrogen, C1-C8-alkyl, C3-C8-cycloalkyl, C1-C8-alkoxy, or halogen and
- R2 represents hydrogen, C1-C8-alkyl, C3-C8-cycloalkyl, C1-C8-alkoxy, halogen, or C6-C10-aryl optionally substituted with C1-C8-alkyl, C1-C8-alkoxy, or halogen,
- comprising
- (a) reacting a 2,4-dichloronitrobenzene of the formula
- wherein R1 is defined as for formula (I),
- with ammonia to form a 5-chloro-2-nitroaniline of the formula (II)
- wherein R1 is as defined for formula (I),
- (b) reacting the resultant 5-chloro-2-nitroaniline of the formula (II), in the same reaction vessel without intermediate isolation and in a solvent, with
- (i) a thiophenol of the formula (III)
- wherein R2 is as defined for formula (I), and
- (ii) ammonia.
Dependencies are inferred from the claim text.