Phosgene → HCID 21476245, compound

HRID 375590Notes

Reaction equation

HRID 375590 reaction equation
[CH3:1][N:2]([C:4]1[CH:5]=[C:6]([OH:10])[CH:7]=[CH:8][CH:9]=1)[CH3:3].[C:11](Cl)([Cl:13])=[O:12]>ClCCl.C1(C)C=CC=CC=1>[Cl:13][C:11]([O:10][C:6]1[CH:7]=[CH:8][CH:9]=[C:4]([N:2]([CH3:3])[CH3:1])[CH:5]=1)=[O:12]

Participants

5

Reactant 2

HCID 6371PhosgeneHCID 74213-(Dimethylamino)phenol

Product 1

HCID 21476245HCID 21476245, compound

Reagents, catalysts & solvents 2

HCID 1140TolueneSolventHCID 6344DichloromethaneSolvent

Procedure

A solution of 3-(N,N-dimethylamino)phenol (1.0 g)in dichloromethane (20 ml) was added, dropwise, to a solution of phosgene in toluene (1.93M, 30 ml) previously cooled to -5°. The resulting mixture was stirred at a temperature between -5 to 0° to 30', then decanted and concentrated in vacuo to a brown oil (0.63 g). IR: 1784 (C=O), 1616 and 1572 (C=C) cm-1; 1H-NMR: 7.23 (m); 6.65 (dd); 6.53 (dd); 6.50 (m); 2.96 (s).

Workup

  1. customthen decanted
  2. concentrationconcentrated in vacuo to a brown oil (0.63 g)

Sources & evidence

ORD record
ord-3625ee2625e541a48ed0a32aa7ec778e
Source dataset
uspto-grants-1996_01
Patent number
US05486514

Reaction notes

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