Water → HCID 14819621, compound

HRID 1493577Notes

Reaction equation

HRID 1493577 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:23]([CH2:26]C)CC)C.ClS([N:32]=[C:33]=[O:34])(=O)=O.[OH2:35]>CN(C)C=O>[C:33]([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:26](=[O:35])[NH2:23])[CH:18]=[CH:19][C:13]=4[C:7]=3[C:8](=[O:12])[NH:9]2)=[CH:4][CH:3]=1)(=[O:34])[NH2:32]

Participants

6

Reactant 4

HCID 962Water2×HCID 8471TriethylamineHCID 70918Chlorosulfonyl isocyanateHCID 10061491HCID 10061491, compound

Product 1

HCID 14819621HCID 14819621, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

In 10 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 successively 1.3 ml of triethylamine and 0.81 ml of chlorosulfonyl isocyanate, and the mixture was stirred overnight at room temperature. Into the reaction mixture was poured 20 ml of water, and the mixture was stirred for another 3 hours. Into the reaction mixture was poured 80 ml of water. The precipitates were collected by filtration, washed with ether, and dried under reduced pressure to obtain 665 mg of 3,9-bis(carbamoyloxy)-5H-benzofuro[3,2-c]quinolin-6-one as a yellow brown powder.

Workup

  1. stirringthe mixture was stirred for another 3 hours
  2. filtrationThe precipitates were collected by filtration
  3. washwashed with ether
  4. customdried under reduced pressure

Sources & evidence

ORD record
ord-b7302342b5b64908872763e4bba800c5
Source dataset
uspto-grants-1991_06
Patent number
US05023261

Reaction notes

Loading…