Azobisisobutyronitrile → 3-(1-Bromoethyl)-5-amino-1,2,4-thiadiazole

Participants

Reaction Conditions

Reaction Steps

3-Ethyl-5-amino-1,2,4-thiadiazole, 1.1 eq NBS and a small amount of AIBN were dissolved in CCl4 and refluxed at 80° C. over-night. Standard work up followed by purification on silica gel with DCM as mobile phase gave the 3-(1-bromoethyl)-5-amino-1,2,4-thiadiazole. Subsequently, 0.9 eq of NaI were dissolved in dry acetone and 3-(1-bromoethyl)-5-amino-1,2,4-thiadiazole. 1 eq of Na2CO3 and 1 eq of 3-fluorothiophenol were then added and the reaction was stirred at room temperature over-night. The reaction was quenched with water and worked up and purified using standard procedures.

Provenance & Evidence