2,3-Dichloro-5,6-dicyano-1,4-benzoquinone → 6-(4-Phenylsulfonyl-butoxy)-carbostyril

HRID 1065372Notes

Reaction equation

HRID 1065372 reaction equation
[C:1]1([S:7]([CH2:10][CH2:11][CH2:12][CH2:13][O:14][C:15]2[CH:16]=[C:17]3[C:22](=[CH:23][CH:24]=2)[NH:21][C:20](=[O:25])[CH2:19][CH2:18]3)(=[O:9])=[O:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.ClC1C(=O)C(C#N)=C(C#N)C(=O)C=1Cl>>[C:1]1([S:7]([CH2:10][CH2:11][CH2:12][CH2:13][O:14][C:15]2[CH:16]=[C:17]3[C:22](=[CH:23][CH:24]=2)[NH:21][C:20](=[O:25])[CH:19]=[CH:18]3)(=[O:9])=[O:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

3

Reactant 2

HCID 67752,3-Dichloro-5,6-dicyano-1,4-benzoquinoneHCID 205400496-(4-Phenylsulfonyl-butoxy)-3,4-dihydro-carbostyril

Product 1

HCID 205400406-(4-Phenylsulfonyl-butoxy)-carbostyril

Procedure

Prepared analogous to Example 86 from 6-(4-phenylsulfonyl-butoxy)-3,4-dihydro-carbostyril and 2,3-dichloro-5,6-dicyano-benzoquinone. Purification was carried out by column chromatography on silica gel (particle size: 0.2-0.5 mm) with chloroform/methanol/ethyl acetate=4/1/1.

Workup

  1. customPurification

Sources & evidence

ORD record
ord-27ca20ae64794dc7a313d888219e2851
Source dataset
uspto-grants-1982_05
Patent number
US04329347

Reaction notes

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