p-Bromobenzenesulfonyl chloride → HCID 86627495, compound

HRID 1969970Notes

Reaction equation

HRID 1969970 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.Cl.[CH2:17]([C:19]([OH:21])=[O:20])[CH3:18].[Br:22][C:23]1[CH:28]=[CH:27][C:26]([S:29](Cl)(=[O:31])=[O:30])=[CH:25][CH:24]=1>>[Br:22][C:23]1[CH:28]=[CH:27][C:26]([S:29]([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:31])=[O:30])=[CH:25][CH:24]=1.[CH2:17]([C:19]([O-:21])=[O:20])[CH3:18]

Participants

3

Reactant 2

HCID 7396p-Bromobenzenesulfonyl chlorideHCID 68937404HCID 68937404, compound

Product 1

HCID 86627495HCID 86627495, compoundYield 42%

Procedure

This compound is prepared according to synthesis 43, from 60 mg (0.20 mmol) of 8-amino-4-oxo-4,5-dihydro-3H-pyrrolo[2,3-c]quinoline-1-ethyl carboxylate hydrochloride (synthesis 64) and 52 mg (0.21 mmol) of 4-bromo-benzenesulfonyl chloride. After recrystallization from methanol, 40 mg (42%) of 8-(4-bromo-benzenesulfonylamino)-4-oxo-4,5-dihydro-3H-pyrrolo[2,3-c]quinoline-1-ethyl carboxylate is obtained in the form of a light brown solid.

Workup

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

Sources & evidence

ORD record
ord-dc11c11ce13c49a69ad2c96a398e0cc2
Source dataset
uspto-grants-2013_04
Patent number
US08426437B2

Reaction notes

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