Benzoyl chloride → 5-Benzamido-3-Trichloromethyl-1,2,4-Thiadiazole

HRID 66934

Reaction equation

[NH2:1][C:2]1[S:6][N:5]=[C:4]([C:7]([Cl:10])([Cl:9])[Cl:8])[N:3]=1.[C:11](Cl)(=[O:18])[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1>C1(C)C(C)=CC=CC=1>[C:11]([NH:1][C:2]1[S:6][N:5]=[C:4]([C:7]([Cl:10])([Cl:9])[Cl:8])[N:3]=1)(=[O:18])[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1

Participants

Conditions

Temperature: -10 °C

Procedure

A solution of 11.0 g (0.05 mole) 5-amino-3-trichloromethyl-1,2,4-thiadiazole and 14.1 g (0.1 mole) benzoyl chloride in 200 ml xylene was heated at reflux for 20 hours. Upon cooling to -10° C., 13.7 g (85% yield) of pure product precipitated from the reaction mixture and was isolated by filtration; m.p. 190° C.

Workup

temperatureat reflux for 20 hours

Sources & evidence

ORD record: ord-1f492a9cadcf4eea91bdcf7b79a7d5e6
Source dataset: uspto-grants-1982_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04343945

Linked notes

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