Hydrochloric Acid → HCID 54071646, compound

Reaction equation

[CH3:1][C:2]1[S:3][C:4]([CH:7]=[CH:8][C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=2[O:15][CH2:16][CH:17]2[O:19][CH2:18]2)=[N:5][N:6]=1.[ClH:20]>C(O)C.CCOCC>[CH3:1][C:2]1[S:3][C:4]([CH:7]=[CH:8][C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=2[O:15][CH2:16][CH:17]([OH:19])[CH2:18][Cl:20])=[N:5][N:6]=1

Participants

Procedure

1 g of 2-methyl-5-[2-(2,3-epoxypropoxy)-styryl]-1,3,4-thiadiazole in a mixture of 100 ml of ethanol and 5 ml of a 3 N solution of hydrogen chloride in ether is left to stand for 12 hours. The precipitate formed is filtered off, washed neutral with ether and chromatographed over silica gel, using chloroform. The product eluates are evaporated to dryness, giving spectroscopically pure 2-methyl-5-[2-(2-hydroxy-3-chloropropoxy)-styryl]-1,3,4-thiadiazole of melting point 168°-170° C.