Water → HCID 14819622, compound

HRID 1493578Notes

Reaction equation

HRID 1493578 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.[CH3:21][N:22]=[C:23]=[O:24].[CH2:25]([N:27]([CH2:30]C)CC)C.[OH2:32]>CN(C)C=O>[CH3:21][NH:22][C:23]([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:25](=[O:32])[NH:27][CH3:30])[CH:18]=[CH:19][C:13]=4[C:7]=3[C:8](=[O:12])[NH:9]2)=[CH:4][CH:3]=1)=[O:24]

Participants

6

Reactant 4

HCID 962WaterHCID 8471Triethylamine2×HCID 12228Methyl Isocyanate2×HCID 10061491HCID 10061491, compound

Product 1

HCID 14819622HCID 14819622, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

In 15 ml of dry N,N-dimethylformamide was suspended 500 mg of 3,9-dihydroxy-5H-benzofuro[3,2-c]quinolin-6-one. To the suspension were added 0.55 ml of methyl isocyanate and 1.7 ml of triethylamine, and the mixture was stirred overnight at room temperature. To the reaction mixture were added 0.33 ml of methyl isocyanate and 0.78 ml of triethylamine, and the mixture was poured into 180 ml of water. The precipitates were collected by filtration, washed with ether, and dried under reduced pressure to obtain 593 mg of 3,9-bis(N-methylcarbamoyloxy)-5H-benzofuro[3,2-c]quinolin-6-one.

Workup

  1. filtrationThe precipitates were collected by filtration
  2. washwashed with ether
  3. customdried under reduced pressure

Sources & evidence

ORD record
ord-33a26f3173d6430aa8ae5ccf6ffb46fd
Source dataset
uspto-grants-1991_06
Patent number
US05023261

Reaction notes

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