تفاعل #319908

معادلة التفاعل

title compound

3,3a, 4,5-tetrahydro-3a-methoxycarbonyl-N-[4'-(trifluoromethyl)phenyl]-2H-benz[g]indazole-2-carboxamide

triethylamine

(1-methylpropoxycarbonyl)sulfenyl chloride

triethylamine

(1-methylpropoxycarbonyl)sulfenyl chloride

→

title compound

3,3a, 4,5-Tetrahydro-3a-methoxycarbonyl-N-[4-(trifluoromethyl)phenyl]-N-(1-methylpropoxycarbonylsulfenyl)-2H-benz[g]indazole-2-carboxamide

المذيبات

methylene chloride

—

hexane-ether

ظروف التفاعل

المعالجة

1. 1
   workup.ADDITIONwas added
2. 2
   workup.WAITthe mixture was let stand overnight

الإجراء التجريبي

To a solution of the title compound of Step B (Example 1) (0.4 g, 0.96 mmol) in 5 ml methylene chloride was added triethylamine (0.12 g) and cooled to 0° C. To this solution was added (1-methylpropoxycarbonyl)sulfenyl chloride (Step A) (0.2 g, 0.0012 mol). The mixture was stirred at room temperature for one hour. At this stage thin layer chromatography indicated only partial conversion, therefor, addition- al amounts of (1-methylpropoxycarbonyl)sulfenyl chloride (0.2 g) and triethylamine (0.12 g) was added and the mixture was let stand overnight. The reaction mixture was subjected to silica gel column chromatography using hexane-ether (7:1) as eluent. The title compound was obtained (0.22 g) in high purity; m.p.: 125°-126° C.

المصدر