Method for producing alkylsulfinylbenzamides and 1,2-benzisothiazol-3-ones
AssigneesSumitomo Seika Chemicals Co., Ltd., Sumitomo Chemical Company, Limited
InventorsHirokazu Kagano, Hiroshi Goda, Shigeki Sakaue
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Abstract
A method for producing an alkylthiobenzamide by carrying out a reaction of a halobenzamide with an alkanethiol in the presence of a base in a heterogeneous solvent; a method for producing an alkylsulfinylbenzamide by carrying out a reaction of an alkylthiobenzamide with a halogen in a heterogeneous solvent; a method for producing an alkylsulfinylbenzamide by carrying out a reaction of a halobenzamide with an alkanethiol in the presence of a base in a heterogeneous solvent and a subsequent reaction with a halogen; and a method for producing a 1,2-benzisothiazol-3-one by carrying out a reaction of a 2-(alkylthio)benzamide with a halogenating agent.
Claims11
A method for producing a 1,2-benzisothiazol-3-one represented by the general formula (VI), comprising carrying out a reaction of a 2-(alkylthio)benzamide represented by the following general formula (V):
- ##STR17## wherein R.sup.3 represents a hydrogen atom, or a linear or branched alkyl group having 1 to 12 carbon atoms, a cycloalkyl group, an aryl group, or an aralkyl group;
- R.sup.4 represents an alkyl group having 1 to 4 carbon atoms;
- R.sup.5 represents a hydrogen atom, an alkyl group having 1 to 4 carbon atoms, an alkoxy group having 1 to 4 carbon atoms, a nitro group, a carboxyl group or an ester thereof, or a halogen atom,
- with a halogenating agent selected from the group consisting of:
- a sulfuryl halide represented by the following general formula (VII):
- SO.sub.2 X.sub.2 (VII)
- wherein X represents Cl or Br,
- phosphorus pentachloride, phosphorus trichloride, and chlorine,
- to give a 1,2-benzisothizaol-3-one represented by the following general formula (VI):
- ##STR18## wherein R.sup.3 and R.sup.5 are defined as above.
Dependencies are inferred from the claim text.