Trichloroacetyl chloride → 5-(N-Methyl-Trichloroacetamido)-3-Trichloromethyl-1,2,4-Thiadiazole

HRID 1156717

Reaction equation

[CH3:1][NH:2][C:3]1[S:7][N:6]=[C:5]([C:8]([Cl:11])([Cl:10])[Cl:9])[N:4]=1.[Cl:12][C:13]([Cl:18])([Cl:17])[C:14](Cl)=[O:15]>C1(C)C=CC=CC=1>[CH3:1][N:2]([C:3]1[S:7][N:6]=[C:5]([C:8]([Cl:11])([Cl:9])[Cl:10])[N:4]=1)[C:14](=[O:15])[C:13]([Cl:18])([Cl:17])[Cl:12]

Participants

Conditions

Temperature: -10 °C

Procedure

A solution of 5.8 grams (0.02 mole) 5-methylamino-3-trichloromethyl-1,2,4-thiadiazole and 9.0 grams (0.05 mole) trichloroacetyl chloride in 200 milliliters toluene was refluxed at about 110° C. for 20 hours. Upon cooling to -10° C., 2.7 grams pure product precipitated; m.p. 223° C. An additional 6.0 grams product was isolated by removal of the low boiling materials in vacuo. Total yield was 92%.

Workup

custom2.7 grams pure product precipitated

Sources & evidence

ORD record: ord-36de979bf96c461c9ee5e39d26fdcd9c
Source dataset: uspto-grants-1982_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04337081

Linked notes

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