反应详情

A stirred mixture of 1-(3-methoxycarbonyl-2-thioureido)-2-nitro-4-thiocyanatobenzene (27.0 g.), ferrous chloride tetrahydrate (5.85 g.), methanol (450 ml.) and water (100 ml.) was brought to reflux and treated with reduced iron powder (29.7 g.) portionwise during 5 minutes. The mixture was heated at reflux for one hour, methanol (250 ml.) was added, and the boiling solution was filtered hot. The filtrate was evaporated to dryness and the residue was extracted with boiling methanol (3× 500 ml.). The extract was evaporated and the residue was recrystalised from methyl ethyl ketone (removing some undissolved material by filtration of the hot solution) to give 2-amino-1-(3-methoxycarbonyl-2-thioureido)-4-thiocyanatobenzene (6.5 g.), m.p. 174°-176° C. (with decomposition).

1. temperatureto reflux
2. temperatureThe mixture was heated
3. temperatureat reflux for one hour
4. filtrationthe boiling solution was filtered hot
5. customThe filtrate was evaporated to dryness
6. extractionthe residue was extracted with boiling methanol (3× 500 ml.)
7. customThe extract was evaporated
8. customthe residue was recrystalised from methyl ethyl ketone (
9. customremoving some undissolved material
10. filtrationby filtration of the hot solution)