3-Chlorobenzenesulphonyl chloride → HCID 86627491, compound

HRID 1969966Notes

Reaction equation

HRID 1969966 reaction equation
[NH2:1][C:2]1[CH:11]=[CH:10][C:9]2[NH:8][C:7](=[O:12])[C:6]3[NH:13][CH:14]=[CH:15][C:5]=3[C:4]=2[CH:3]=1.[CH2:16]([C:18]([O-:20])=[O:19])[CH3:17].[Cl:21][C:22]1[CH:23]=[C:24]([S:28](Cl)(=[O:30])=[O:29])[CH:25]=[CH:26][CH:27]=1>>[Cl:21][C:22]1[CH:23]=[C:24]([S:28]([NH:1][C:2]2[CH:11]=[CH:10][C:9]3[NH:8][C:7](=[O:12])[C:6]4[NH:13][CH:14]=[CH:15][C:5]=4[C:4]=3[CH:3]=2)(=[O:30])=[O:29])[CH:25]=[CH:26][CH:27]=1.[CH2:16]([C:18]([O-:20])=[O:19])[CH3:17]

Participants

3

Reactant 2

HCID 179093-Chlorobenzenesulphonyl chlorideHCID 86627489HCID 86627489, compound

Product 1

HCID 86627491HCID 86627491, compoundYield 27.5%

Procedure

This compound is prepared according to synthesis 37, from 60 mg (0.22 mmol) of 8-amino-4-oxo-4,5-dihydro-3H-pyrrolo[2,3-c]quinoline-1-ethyl carboxylate (synthesis 64) and 34 μL (0.24 mmol) of 3-chloro-benzenesulfonyl chloride. After recrystallization from methanol then trituration in hot methanol, 27 mg (27%) of 8-(3-chloro-benzenesulfonylamino)-4-oxo-4,5-dihydro-3H-pyrrolo[2,3-c]quinoline-1-ethyl carboxylate is obtained in the form of a white solid.

Workup

  1. customThis compound is prepared
  2. customAfter recrystallization from methanol

Sources & evidence

ORD record
ord-f09ee8683d944f4cbb8649c1deff87b1
Source dataset
uspto-grants-2013_04
Patent number
US08426437B2

Reaction notes

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