8-Quinolinesulfonyl chloride → HCID 23296439, compound

HRID 1954393Notes

Reaction equation

HRID 1954393 reaction equation
[C:1]([C:3]1[CH:8]=[CH:7][C:6]([CH2:9][S:10][C:11]2[S:12][C:13]3[CH:19]=[C:18]([NH2:20])[CH:17]=[CH:16][C:14]=3[N:15]=2)=[CH:5][CH:4]=1)#[N:2].[N:21]1[C:30]2[C:25](=[CH:26][CH:27]=[CH:28][C:29]=2[S:31](Cl)(=[O:33])=[O:32])[CH:24]=[CH:23][CH:22]=1>N1C=CC=CC=1>[C:1]([C:3]1[CH:4]=[CH:5][C:6]([CH2:9][S:10][C:11]2[S:12][C:13]3[CH:19]=[C:18]([NH:20][S:31]([C:29]4[CH:28]=[CH:27][CH:26]=[C:25]5[C:30]=4[N:21]=[CH:22][CH:23]=[CH:24]5)(=[O:32])=[O:33])[CH:17]=[CH:16][C:14]=3[N:15]=2)=[CH:7][CH:8]=1)#[N:2]

Participants

4

Reactant 2

HCID 292208-Quinolinesulfonyl chlorideHCID 23296465HCID 23296465, compound

Product 1

HCID 23296439HCID 23296439, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

A mixture of 2.3 g (7.74 mmol) of 2-[(4-cyanophenyl)methylthio]-6-amino-benzothiazole and 1.85 g (8.1 mmol) of quinoline-8-sulphonic acid chloride is stirred in 30 ml of pyridine for 2 hours at ambient temperature. Then the solvent is distilled off in vacuo and the crude product is purified by flash chromatography (silica gel, methylene chloride/ethanol=99:1).

Workup

  1. distillationThen the solvent is distilled off in vacuo
  2. customthe crude product is purified by flash chromatography (silica gel, methylene chloride/ethanol=99:1)

Sources & evidence

ORD record
ord-2941bd7214414a56a55cc0684c6cd7c3
Source dataset
uspto-grants-2000_09
Patent number
US06121308

Reaction notes

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