5-Chlorothiophene-2-sulfonyl chloride → HCID 86627506, compound

HRID 1969981Notes

Reaction equation

HRID 1969981 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].[Cl:22][C:23]1[S:27][C:26]([S:28](Cl)(=[O:30])=[O:29])=[CH:25][CH:24]=1>>[Cl:22][C:23]1[S:27][C:26]([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:24]=1.[CH2:17]([C:19]([O-:21])=[O:20])[CH3:18]

Participants

3

Reactant 2

HCID 27339255-Chlorothiophene-2-sulfonyl chlorideHCID 68937404HCID 68937404, compound

Product 1

HCID 86627506HCID 86627506, compoundYield 4.4%

Procedure

This compound is prepared according to synthesis 45, 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 29 μL (0.21 mmol) of 5-chloro-thiophene-2-sulfonyl chloride. After recrystallization from methanol and trituration in hot methanol, 4 mg (3%) of 8-(5-chloro-thiophene-2-sulfonylamino)-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 and trituration in hot methanol

Sources & evidence

ORD record
ord-e028d7ed712e4d12a9367a354c2672db
Source dataset
uspto-grants-2013_04
Patent number
US08426437B2

Reaction notes

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