Carbon Disulfide → HCID 178503399, compound

Participants

Reaction Conditions

Reaction Steps

(S)-3-(9-Methylthio-6-oxo-2,3,3a,4-tetrahydro-1H,6H-5,8,10,10b-tetraazabenzo[e]azulen-5-yl)benzoic hydrazide (50 mg, 0.13 mmol) obtained in Step 2 of Example 56 was suspended in ethanol (1.0 mL), and the mixture was stirred at 40° C. for 3 hours after adding a 0.25 mol/L potassium hydroxide/ethanol solution (0.52 mL, 0.13 mmol) and carbon disulfide (0.11 mL, 1.80 mmol). After concentrating the mixture under reduced pressure, water was added to the resulting residue, and the pH was adjusted to 4 by addition of a 6 mol/L aqueous hydrochloric acid solution. The precipitated white solid was filtered off to give (S)-5-[3-(5-mercapto-1,3,4-oxadiazol-2-yl)phenyl]-9-methylthio-1,2,3,3a,4,5-hexahydro-5,8,10,10b-tetraazabenzo[e]azulen-6-one (37 mg, 66%).

Provenance & Evidence