Patent ID: 6680408
Filing Date: 2004-01-20
Classification: C07C

Abstract:
A process for preparing an &agr;-substituted benzylnitroguanidine selected from the group consisting of &agr;-substituted benzylnitroguanidines having the formula (I): wherein R is an unsubstituted or an OH- or OCH3-substituted C1-C3 alkyl, CH2OCH3, C6H5, CH2C6H5, or CH2CH&boxH;CH2; and W, X, Y, Z are each individually hydrogen, halogen, OH, straight or branched chain C1-C4 alkyl, straight or branched chain C1-C4 alkoxy; CF3, C(OH)2CF3, OCHF2, OCF3, NO2, OCF2CHF2, N(CH3)2, CH2N(CH3)2, CH2NH2, CH2CH2COOC2H5, C6H4,CH2OH, CH2OCH3, COOCH3, CH2CH2COOC2H5, OC6H5, OSO2CH3, SCH3, CN, CH2CN or tetrahydro-H-pyran-2-yl; and the salts, tautomers and optical isomers thereof;the process comprising the steps of: (a) providing a reaction mixture comprising water, alcohol, an S-alkyl nitroisothiourea, and an &agr;-substituted benzylamine having the structure wherein R, W, X, Y and Z are as defined above;(b) heating the reaction mixture; (c) steam distilling the alcohol from the reaction mixture; and (d) isolating an &agr;-substituted benzylnitroguanidine from the remaining water layer.