4-Toluenesulfonyl chloride → HCID 86627496, compound

HRID 1969971Notes

Reaction equation

HRID 1969971 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]1([CH3:32])[CH:27]=[CH:26][C:25]([S:28](Cl)(=[O:30])=[O:29])=[CH:24][CH:23]=1>>[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:28]([C:25]3[CH:26]=[CH:27][C:22]([CH3:32])=[CH:23][CH:24]=3)(=[O:30])=[O:29])[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 73974-Toluenesulfonyl chlorideHCID 68937404HCID 68937404, compound

Product 1

HCID 86627496HCID 86627496, compoundYield 28%

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 41 mg (0.21 mmol) of 4-toluenesulfonyl chloride. After recrystallization from methanol, 23 mg (28%) of 4-oxo-8-(4-toluenesulfonylamino)-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

Sources & evidence

ORD record
ord-3673bb480a9144aeb17fe4e517c10458
Source dataset
uspto-grants-2013_04
Patent number
US08426437B2

Reaction notes

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