2-Thiophenesulfonyl chloride → HCID 86627505, compound

HRID 1969980Notes

Reaction equation

HRID 1969980 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].[S:22]1[CH:26]=[CH:25][CH:24]=[C:23]1[S:27](Cl)(=[O:29])=[O:28]>>[O:12]=[C:7]1[C:6]2[NH:13][CH:14]=[CH:15][C:5]=2[C:4]2[CH:3]=[C:2]([NH:1][S:27]([C:23]3[S:22][CH:26]=[CH:25][CH:24]=3)(=[O:29])=[O:28])[CH:11]=[CH:10][C:9]=2[NH:8]1.[CH2:17]([C:19]([O-:21])=[O:20])[CH3:18]

Participants

3

Reactant 2

HCID 855182-Thiophenesulfonyl chlorideHCID 68937404HCID 68937404, compound

Product 1

HCID 86627505HCID 86627505, compoundYield 21%

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 39 mg (0.21 mmol) of thiophene-2-sulfonyl chloride. After recrystallization from methanol, 17 mg (21%) of 4-oxo-8-(thiophene-2-sulfonylamino)-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-09d90ffe35534ad5b70cbfe8df1a6e5e
Source dataset
uspto-grants-2013_04
Patent number
US08426437B2

Reaction notes

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