4-Nitrobenzenesulfonyl chloride → HCID 86627502, compound

HRID 1969977Notes

Reaction equation

HRID 1969977 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].[N+:22]([C:25]1[CH:30]=[CH:29][C:28]([S:31](Cl)(=[O:33])=[O:32])=[CH:27][CH:26]=1)([O-:24])=[O:23]>>[N+:22]([C:25]1[CH:26]=[CH:27][C:28]([S:31]([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:33])=[O:32])=[CH:29][CH:30]=1)([O-:24])=[O:23].[CH2:17]([C:19]([O-:21])=[O:20])[CH3:18]

Participants

3

Reactant 2

HCID 74044-Nitrobenzenesulfonyl chlorideHCID 68937404HCID 68937404, compound

Product 1

HCID 86627502HCID 86627502, compoundYield 6%

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 45 mg (0.21 mmol) of 4-nitro-benzenesulfonyl chloride. After purification by preparative LCMS, 5 mg (6%) of 8-(4-nitro-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 purification by preparative LCMS

Sources & evidence

ORD record
ord-6ec8f712d9e94ad3b582d6ca46c43b6b
Source dataset
uspto-grants-2013_04
Patent number
US08426437B2

Reaction notes

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