N-CHLOROMETHYL-N-PHENYLCARBAMOYL CHLORIDE → HCID 14801070, compound

HRID 1493199Notes

Reaction equation

HRID 1493199 reaction equation
Cl[CH2:2][N:3]([C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1)[C:4](Cl)=[O:5].[Cl:13][C:14]1[CH:15]=[C:16]([CH:27]=[CH:28][C:29]=1[Cl:30])[CH2:17][NH:18][C:19]([NH:21][CH2:22][C:23]([F:26])([F:25])[F:24])=[S:20]>C1C=CC=CC=1>[F:26][C:23]([F:24])([F:25])[CH2:22][N:21]=[C:19]1[N:18]([CH2:17][C:16]2[CH:27]=[CH:28][C:29]([Cl:30])=[C:14]([Cl:13])[CH:15]=2)[C:4](=[O:5])[N:3]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)[CH2:2][S:20]1

Participants

4

Reactant 2

HCID 11241146N-CHLOROMETHYL-N-PHENYLCARBAMOYL CHLORIDEHCID 14801046HCID 14801046, compound

Product 1

HCID 14801070HCID 14801070, compoundYield 40.2%

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent2×

Procedure

1.00 g of N-chloromethyl-N-phenylcarbamoyl chloride and 1.55 g of 1-(3,4-dichlorobenzyl)-3-(2,2,2-trifluoroethyl)thiourea were dissolved in 30 m1 of benzene, and the solution was heated under reflux. After the reaction, benzene was evaporated under reduced pressure. The resulting oily product was purified by column chromatography silica gel; eluent: hexane/ethyl acetate (10/1)] to give 0.88 g of the captioned compound.

Workup

  1. temperaturethe solution was heated
  2. temperatureunder reflux
  3. customwas evaporated under reduced pressure
  4. customThe resulting oily product was purified by column chromatography silica gel

Sources & evidence

ORD record
ord-822bce15d72446bc9e3832e14ff70787
Source dataset
uspto-grants-1991_06
Patent number
US05021412

Reaction notes

Loading…