1-Chloro-4-nitrobenzene → 3,5-Bis-(4-nitrophenylthio)-1,2,4-thiadiazole

Participants

Reaction Conditions

Reaction Steps

3 g of NaOH were dissolved in 5 ml of water in a 250 ml three-necked flask, 3.8 g (25 mmol) of 3,5-dimercapto-1,2,4-thiadiazole (preparation analogous to U.S. Pat. No. 3,899,502 or Z. Anorgan. Allgem. Chemie volume 486 (1982), pages 111-115) were added and the mixture was heated to 100° C. 79 g (50 mmol) of 1-chloro-4-nitrobenzene, dissolved in 75 ml of DMF, were metered into the clear solution. After the mixture had been boiled under reflux for 4 hours, it was evaporated and the residue was taken up in water, washed and filtered off. After recrystallization from an acetone-water mixture, 9 g (92% of theory) of 3,5-bis-(4-nitrophenylthio)-1,2,4-thiadiazole were obtained.

Provenance & Evidence