Phosgene → N-(3-methylphenyl)-N-phenylcarbamoyl chloride

HRID 486757Notes

Reaction equation

HRID 486757 reaction equation
[CH3:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([NH:8][C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)[CH:3]=1.[C:15](Cl)([Cl:17])=[O:16]>C1(C)C=CC=CC=1>[CH3:1][C:2]1[CH:3]=[C:4]([N:8]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)[C:15]([Cl:17])=[O:16])[CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 6371PhosgeneHCID 14569N-(3-Methylphenyl)aniline

Product 1

HCID 18965178N-(3-methylphenyl)-N-phenylcarbamoyl chlorideYield 100%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent2×

Procedure

According to the procedure of Example 15, Step A, 3.66 g (20 mmole) of 3-methyldiphenylamine, 20 mL (38.6 mmole) of 1.93M phosgene is toluene solution, and 20 mL of toluene gave 4.9 g (100%) of a dark solid.

Sources & evidence

ORD record
ord-c8b6ad109a0f474492295ae76f851cda
Source dataset
uspto-grants-1994_03
Patent number
US05292726

Reaction notes

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