2-Chlorobenzoyl chloride → HCID 13041521, compound

HRID 66942Notes

Reaction equation

HRID 66942 reaction equation
[NH2:1][C:2]1[S:6][N:5]=[C:4]([C:7]([Cl:10])([Cl:9])[Cl:8])[N:3]=1.[Cl:11][C:12]1[CH:20]=[CH:19][CH:18]=[CH:17][C:13]=1[C:14](Cl)=[O:15]>C1(C)C(C)=CC=CC=1>[Cl:11][C:12]1[CH:20]=[CH:19][CH:18]=[CH:17][C:13]=1[C:14]([NH:1][C:2]1[S:6][N:5]=[C:4]([C:7]([Cl:10])([Cl:9])[Cl:8])[N:3]=1)=[O:15]

Participants

4

Reactant 2

HCID 691102-Chlorobenzoyl chlorideHCID 6028483-(Trichloromethyl)-1,2,4-thiadiazol-5-amine

Product 1

HCID 13041521HCID 13041521, compoundYield 85%

Reagents, catalysts & solvents 1

HCID 7237O-XyleneSolvent

Procedure

A solution of 10.9 g (0.05 mole) 5-amino-3-trichloromethyl-1,2,4-thiadiazole and 17.5 g (0.10 mole) 2-chlorobenzoyl chloride was heated at reflux for 18 hours in 200 ml xylene. After concentration in vacuo, the resulting oil was triturated with cold hexane to give 14.9 g (85% yield) of crude product. Recrystallization from benzene/hexane gave a pure product; m.p. 142° C.

Workup

  1. concentrationAfter concentration in vacuo
  2. customthe resulting oil was triturated with cold hexane

Sources & evidence

ORD record
ord-f818592d5a6f467c9ae3c8dcdd18f1d6
Source dataset
uspto-grants-1982_08
Patent number
US04343945

Reaction notes

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