2-Chlorobenzoyl isocyanate → HCID 13229716, compound

HRID 615202Notes

Reaction equation

HRID 615202 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].[F:13][C:14]([F:37])([F:36])[O:15][C:16]1[CH:21]=[CH:20][C:19]([NH:22][S:23][C:24]2[CH:29]=[CH:28][C:27]([N+:30]([O-:32])=[O:31])=[CH:26][C:25]=2[N+:33]([O-:35])=[O:34])=[CH:18][CH:17]=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:22]([C:19]1[CH:18]=[CH:17][C:16]([O:15][C:14]([F:13])([F:36])[F:37])=[CH:21][CH:20]=1)[S:23][C:24]1[CH:29]=[CH:28][C:27]([N+:30]([O-:32])=[O:31])=[CH:26][C:25]=1[N+:33]([O-:35])=[O:34])=[O:8])=[O:5]

Participants

4

Reactant 2

HCID 99423112-Chlorobenzoyl isocyanateHCID 20429531N-[(2,4-Dinitrophenyl)sulfanyl]-4-(trifluoromethoxy)aniline

Product 1

HCID 13229716HCID 13229716, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Conditions

Temperature
-5 °C

Procedure

A solution of 3.6 g of 2-chlorobenzoyl isocyanate in 20 ml of dry toluene was added to a stirred solution of 3.75 g of N-[4-(trifluoromethoxy)phenyl]-2,4-dinitrobenzenesulphenamide in 30 ml of the same solvent at room temperature. After 6 days, the reaction mixture was cooled to -5° C. and filtered, washed with cold toluene and with cold light petroleum (b.p. 40°-60° C.) to give 2, as pale yellow crystals, m.p.: 184°-186° C. (with decomposition).

Workup

  1. filtrationfiltered
  2. washwashed with cold toluene and with cold light petroleum (b.p. 40°-60° C.)
  3. customto give 2

Sources & evidence

ORD record
ord-a51a2e003d9440bbbc0cf6410a9ab784
Source dataset
uspto-grants-1985_02
Patent number
US04497822

Reaction notes

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