3,4-Dichloroaniline → Triclocarban

HRID 262066Notes

Reaction equation

HRID 262066 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:6]=[CH:7][C:8]=1[Cl:9])[NH2:5].[N-]=C=O.[Cl:13][C:14]1[CH:19]=[CH:18][C:17]([N:20]=[C:21]=[O:22])=[CH:16][CH:15]=1>C(Cl)(Cl)Cl>[CH:16]1[C:17]([NH:20][C:21]([NH:5][C:4]2[CH:6]=[CH:7][C:8]([Cl:9])=[C:2]([Cl:1])[CH:3]=2)=[O:22])=[CH:18][CH:19]=[C:14]([Cl:13])[CH:15]=1

Participants

5

Reactant 3

HCID 72573,4-DichloroanilineHCID 76934-Chlorophenyl IsocyanateHCID 105034Isocyanate

Product 1

HCID 7547Triclocarban

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

A cold solution of 3,4-dichloroaniline (13.2 parts) in chloroform 75 parts was added to the isocyanate solution from A (120 parts containing 7.5 parts of 4-chlorophenyl isocyanate). The mixture was stirred at room temperature for 16 hours, then the solid filtered off, washed with chloroform and dried.

Workup

  1. filtrationthe solid filtered off
  2. washwashed with chloroform
  3. customdried

Sources & evidence

ORD record
ord-7ae4cd751f7140aa9f83d2532c6685d9
Source dataset
uspto-grants-1979_05
Patent number
US04153624

Reaction notes

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