反应详情

A mixture of 4-(3-bromoanilino)-6-nitro[1]benzothieno[3,2-b]pyridine-3-carbonitrile (0.213 g, 0.5 mmol), iron powder (0.168 g, 3.0 mmol) ammonium chloride (0.325 g, 6.0 mmol), methanol (90 mL) and water (90 mL) is heated at reflux temperature with vigorous stirring under nitrogen for 12 hours. The final mixture is concentrated, and the residue is extracted with ethyl acetate (5×20 mL). The extract is dried over sodium sulfate, evaporated, and re-dissolved in a small volume of chloroform/methanol/DMSO. Purification by silica gel chromatography, eluting with 20:1 chloroform/methanol, yields 6-amino-4-(3-bromoanilino)[1]benzothieno[3,2-b]pyridine-3-carbonitrile as a brown solid, m.p. 256–258° C.

1. temperatureis heated
2. temperatureat reflux temperature
3. concentrationThe final mixture is concentrated
4. extractionthe residue is extracted with ethyl acetate (5×20 mL)
5. dry with materialThe extract is dried over sodium sulfate
6. customevaporated
7. dissolutionre-dissolved in a small volume of chloroform/methanol/DMSO
8. customPurification by silica gel chromatography
9. washeluting with 20:1 chloroform/methanol