Toluene → HCID 131721482, compound

HRID 611486Notes

Reaction equation

HRID 611486 reaction equation
[C:1]([Cl:4])([Cl:3])=O.C1(C)C=CC=CC=1.[CH2:12]([O:19][N:20]1[C:29]2[C:24](=[CH:25][C:26]([N:34]3[CH:38]=[C:37]([CH3:39])[N:36]=[C:35]3[C:40]3[CH:45]=[CH:44][CH:43]=[CH:42][CH:41]=3)=[C:27]([C:30]([F:33])([F:32])[F:31])[CH:28]=2)[NH:23]C(=O)[C:21]1=[O:47])[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1>CN(C)C=O>[ClH:3].[CH2:12]([O:19][N:20]1[C:29]2[C:24](=[CH:25][C:26]([N:34]3[CH:38]=[C:37]([CH3:39])[N:36]=[C:35]3[C:40]3[CH:45]=[CH:44][CH:43]=[CH:42][CH:41]=3)=[C:27]([C:30]([F:31])([F:32])[F:33])[CH:28]=2)[N:23]=[C:1]([Cl:4])[C:21]1=[O:47])[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1

Participants

5

Reactant 3

HCID 1140TolueneHCID 6371PhosgeneHCID 19597272HCID 19597272, compound

Product 1

HCID 131721482HCID 131721482, compoundYield 84%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A solution of 20% phosgene in toluene (18.2 ml, 35 mmol) was added dropwise to a stirred solution of 1-benzyloxy-6-(4-methyl-2-phenyl-1H-imidazol-1-yl)-7-trifluoromethylquinoxaline-2,3(1H,4H)-dione (8.8 g, 17.5 mmol) in 100 ml of dry N,N-dimethylformamide at 0° C. The mixture was stirred at room temperature overnight and the precipitated solid was isolated by filtration and washed with ether to give 8.0 g (84%) of the title compound.

Workup

  1. customthe precipitated solid was isolated by filtration
  2. washwashed with ether

Sources & evidence

ORD record
ord-5e8cdc60596a4b19b8110d4c9c53890b
Source dataset
uspto-grants-1999_12
Patent number
US06001832

Reaction notes

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