2-Amino-5-bromobenzene-1-thiol → HCID 9951901, compound

Participants

Reaction Steps

A mixture of ethyl 6-methyl-2,4-dioxocyclohexane-1-carboxylate, 7b (5.94 g, 30 mmole) and 5-bromo-2-aminobenzenethiol, 6 (X=Br, 5.8 g, 30 mmole) in DMSO (10 mL) is placed in a preheated heating mantle. The reaction mixture is stirred and refluxed for 0.5 h. Upon cooling, the reaction mixture forms a solid. The crystals are filtered and the remaining mother liquid is poured into cold water, whereupon further precipitation occurs. Each precipitate is separetely recrystallized twice from MeOH and proves to be identical. An analytical sample of 4k, (R=Br), mp 201-203° C. occurs as light orange crystals; 2.24 g (56.7%).

Provenance & Evidence