Phosgene → N-(3,5-Dichlorophenyl)-N-phenylcarbamoylchloride

HRID 2226038Notes

Reaction equation

HRID 2226038 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([NH:9][C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)[CH:5]=[C:6]([Cl:8])[CH:7]=1.[C:16](Cl)([Cl:18])=[O:17]>C1(C)C=CC=CC=1>[Cl:1][C:2]1[CH:3]=[C:4]([N:9]([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)[C:16]([Cl:18])=[O:17])[CH:5]=[C:6]([Cl:8])[CH:7]=1

Participants

4

Reactant 2

HCID 6371PhosgeneHCID 190041313,5-Dichloro-N-phenylaniline

Product 1

HCID 19004108N-(3,5-Dichlorophenyl)-N-phenylcarbamoylchloride

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent2×

Procedure

According to the procedure of Example 10, Step C, 10g (27.9 mmole) of N-(3,5-dichlorophenyl)aniline, 42 mL of 1.93M phosgene in toluene and 25 mL of toluene at a bath temperature of 105° C. for 4.5 hr gave 10.98 g of a yellow oil, which by 1H NMR was 40 mol % (46 wt %) product, the remainder being starting material.

Sources & evidence

ORD record
ord-448f6bda15324d30bf1b90dbe17a5f0d
Source dataset
uspto-grants-1994_09
Patent number
US05344830

Reaction notes

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