3-Chloro-6,11-dihydro-6-methyldibenzo[c,f][1,2]thiazepin-11-ol 5,5-dioxide

Uses

3-Chloro-6,11-dihydro-5,5-dioxo-11-hydroxy-6-methyldibenzo[c,f][1,2]thiazepine, can beused in the synthesis of Dibenzo[c,f][1,2]thiazepine derivatives.

Synthesis

The general procedure for the synthesis of 3-chloro-6,11-dihydro-6-methyl-dibenzo[c,f][1,2]thiazepin-11(6H)-one 5,5-dioxide from 3-chloro-6-methyl-dibenzo[c,f][1,2]thiazepin-11-ol 5,5-dioxide was as follows: to a solution of 3-chloro-6-methyl-dibenzo[c,f][1,2]thiazepin- 11(6H)-one 5,5-dioxide (62.5 g) to a solution of methanol (500 ml), sodium borohydride (15.04 g) was slowly added at 0-5 °C. The reaction mixture was stirred at 0-5 °C for 30 min, followed by continued stirring at room temperature for 30-60 min. After completion of the reaction, the solid product was collected by filtration and washed with methanol. The resulting solid was dried under constant weight to afford 3-chloro-6,11-dihydro-6-methyldibenzo[c,f][1,2]thiazepin-11-ol 5,5-dioxide in 90-95% yield.

References

[1] Patent: WO2010/70667, 2010, A2. Location in patent: Page/Page column 5
[2] Journal of Medicinal Chemistry, 1992, vol. 35, # 13, p. 2481 - 2496