Dimethylformamide → Kca 098

HRID 1493579Notes

Reaction equation

HRID 1493579 reaction equation
[OH:1][C:2]1[CH:11]=[C:10]2[C:5]([C:6]3[O:15][C:14]4[CH:16]=[C:17]([OH:20])[CH:18]=[CH:19][C:13]=4[C:7]=3[C:8](=[O:12])[NH:9]2)=[CH:4][CH:3]=1.C(N(CC)CC)C.[CH3:28][N:29]([CH3:33])[C:30](Cl)=[O:31].[CH3:34][N:35]([CH3:38])[CH:36]=[O:37]>CN(C)C1C=CN=CC=1.O>[CH3:28][N:29]([CH3:33])[C:30]([O:1][C:2]1[CH:11]=[C:10]2[C:5]([C:6]3[O:15][C:14]4[CH:16]=[C:17]([O:20][C:36](=[O:37])[N:35]([CH3:38])[CH3:34])[CH:18]=[CH:19][C:13]=4[C:7]=3[C:8](=[O:12])[NH:9]2)=[CH:4][CH:3]=1)=[O:31]

Participants

7

Reactant 4

HCID 6228DimethylformamideHCID 6598Dimethylcarbamoyl ChlorideHCID 8471TriethylamineHCID 10061491HCID 10061491, compound

Product 1

HCID 131124Kca 098

Reagents, catalysts & solvents 2

HCID 142844-(Dimethylamino)pyridineCatalystHCID 962WaterSolvent

Procedure

In 450 ml of dry N,N-dimethylformamide was dissolved 21 g of 3,9-dihydroxy-5H-benzofuro[3,2-c]quinolin-6-one. To the solution were added successively 55 ml of triethylamine, 41 g of dimethylcarbamyl chloride and 500 mg of 4-dimethylaminopyridine, and the mixture was stirred overnight at room temperature. The reaction mixture was diluted with water. The precipitates were collected by filtration, washed with water and ether, and dried to obtain 30 g of 3,9-bis(N,N-dimethylcarbamoyloxy)-5H-benzofuro[3,2-c]quinolin-6-one as white crystals.

Workup

  1. filtrationThe precipitates were collected by filtration
  2. washwashed with water and ether
  3. customdried

Sources & evidence

ORD record
ord-f71b609405ca4ffb88698d3921d07762
Source dataset
uspto-grants-1991_06
Patent number
US05023261

Reaction notes

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