Phosphoric Acid → HCID 21998636, compound

Participants

Reaction Conditions

Reaction Steps

6-amino-1-(3-benzyloxy-4-methoxy-benzyl)-2-thiouracil (36.94 g, 100 mmole) was dissolved in DMSO (74 ml), diluted with THF (185 ml) and treated with 85% phosphoric acid (7.46 ml). At 55-60° C., 4M sodium nitrite (30 ml, 120 mmole) was added slowly. After 30 minutes, methanol (10 ml) was added, the reaction was cooled to 30° C., and a suspension of 85% sodium dithionite (40.96 g, 200 mmole) in water (80 ml) was added slowly. After the addition of water (200 ml) the solvent was removed in vacuo and the suspension diluted with water to 1 l. The solid was collected at 0-5° C. to give crude 1-(3-benzyloxy-4-methoxy-benzyl)-5,6-diamino-2-thiouracil (40.58 g).

Provenance & Evidence