2-Chlorobenzoyl isocyanate → HCID 13229721, compound

HRID 615206Notes

Reaction equation

HRID 615206 reaction equation
[Cl:1][C:2]1[CH:12]=[CH:11][CH:10]=[CH:9][C:3]=1[C:4]([N:6]=[C:7]=[O:8])=[O:5].[Cl:13][C:14]([Cl:36])([Cl:35])[S:15][NH:16][C:17]1[CH:22]=[CH:21][C:20]([O:23][C:24]2[CH:29]=[CH:28][C:27]([C:30]([F:33])([F:32])[F:31])=[CH:26][C:25]=2[Cl:34])=[CH:19][CH:18]=1>C1(C)C=CC=CC=1>[Cl:1][C:2]1[CH:12]=[CH:11][CH:10]=[CH:9][C:3]=1[C:4]([NH:6][C:7]([N:16]([C:17]1[CH:18]=[CH:19][C:20]([O:23][C:24]2[CH:29]=[CH:28][C:27]([C:30]([F:31])([F:32])[F:33])=[CH:26][C:25]=2[Cl:34])=[CH:21][CH:22]=1)[S:15][C:14]([Cl:36])([Cl:35])[Cl:13])=[O:8])=[O:5]

Participants

4

Reactant 2

HCID 99423112-Chlorobenzoyl isocyanateHCID 20429528HCID 20429528, compound

Product 1

HCID 13229721HCID 13229721, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

A solution of 3.6 g of 2-chlorobenzoyl isocyanate in 15 ml of dry toluene was added over five minutes to a stirred solution of 4.0 g of 1,1,1-trichloro-N-[4-[2-chloro-4-(trifluoromethyl)phenoxy]phenyl]methanesulphenamide in 25 ml of the same solvent at room temperature. After 10 days, the reaction mixture was diluted with 500 ml of light petroleum andd filtered. Evaporation of the filtrate gave a crude residue from which 7 was obtained, as a solid. m.p: 68°-71° C., by rapid chromatography on silica gel using methylene chloride as eluent.

Workup

  1. filtrationfiltered
  2. customEvaporation of the filtrate

Sources & evidence

ORD record
ord-382d25daa0484e57b8d42b8f58e544d8
Source dataset
uspto-grants-1985_02
Patent number
US04497822

Reaction notes

Loading…