(S)-2-Benzothiazolyl (Z)-2-(5-amino-1,2,4-thiadiazol-3-yl)-2-methoxyiminothioacetate synthesis

Yield:-

Reaction Conditions:

with triethylamine;triphenylphosphine in dichloromethane at 0 - 5; for 6 h;Product distribution / selectivity;

Steps:

2
(Z)-2-(5-amino-l,2,4-thiadiazole-3yl)methoxyiminoacetic acid (100 g) and 2,2'- dithio(bis)benzothiazole (214 g) were added at O⁰C to 5⁰C to a solution of triphenylphosphine (168.6 g) in dichloromethane (600 ml). Triethylamine (76 ml) was added to the reaction mixture in 60 minutes duration at O⁰C to 5⁰C and stirred for 5 hours at O⁰C to 5⁰C. The reaction mixture was filtered through a centrifuge, washed with dicholoromethane (200 ml) and spun for 30 minutes to 60 minutes. The solid was air dried at 4O⁰C to 45⁰C to obtain the title compound. Yield: 149 g

References:

RANBAXY LABORATORIES LIMITED;TEWARI, Neera;MOHAMMAD, Kallimulla;RAI, Bishwa, Prakash;HUSSAIN, Mashkoor WO2010/89729, 2010, A1 Location in patent:Page/Page column 25