4-Acetylbenzenesulfonyl chloride → HCID 86627504, compound

HRID 1969979Notes

Reaction equation

HRID 1969979 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].[C:22]([C:25]1[CH:30]=[CH:29][C:28]([S:31](Cl)(=[O:33])=[O:32])=[CH:27][CH:26]=1)(=[O:24])[CH3:23]>>[C: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])[CH3:23].[CH2:17]([C:19]([O-:21])=[O:20])[CH3:18]

Participants

3

Reactant 2

HCID 2664184-Acetylbenzenesulfonyl chlorideHCID 68937404HCID 68937404, compound

Product 1

HCID 86627504HCID 86627504, compoundYield 49%

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) f 4-acetyl-benzenesulfonyl chloride. After recrystallization from methanol and trituration in hot methanol, 44 mg (49%) of 8-(4-acetyl-benzenesulfonylamino)-4-oxo-4,5-dihydro-3H-pyrrolo[2,3-c]quinoline-1-ethyl carboxylate is obtained in the form of a brown solid.

Workup

  1. customThis compound is prepared
  2. customAfter recrystallization from methanol and trituration in hot methanol

Sources & evidence

ORD record
ord-c91387691e77455ba564d786d2a1fd1a
Source dataset
uspto-grants-2013_04
Patent number
US08426437B2

Reaction notes

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