Acetonitrile → 6-Ethyl-5-(2-phenyl-benzoxazol-6-yl)-3,6-dihydro-[1,3,4]thiadiazin-2-one

Participants

Reaction Steps

50 mg (145 μmol) 2-bromo-1-(2-phenyl-benzoxazol-6-yl)-butan-1-one, 60 mg (293 μmol) O-phenyl hydrazinethiocarbamate, 50 μl (363 μmol) TEA, 2 ml acetonitrile and 200 μl water are stirred together at 80° C. for 1 h. The reaction mixture is extracted with water and DCM. The org. phase is dried and the solv. is eliminated completely in vacuo. The residue is combined with 1 ml acetonitrile and 2 drops of water. 10 mg (53 μmol) para-toluenesulphonic acid monohydrate are added under argon and the mixture is also stirred for 1 h at RT under argon. Then it is left to react for 30 min under argon at 100° C. in the microwave. The reaction mixture is purified by RP-HPLC.

Provenance & Evidence