Dimethylformamide → 2-(3',4'-dimethylbiphenyl-3-yl)-9-hydroxyl-3H-naphtho[1,2-d]imidazole-7-sulfonyl chloride

HRID 25319Notes

Reaction equation

[ClH:1].[CH3:2][C:3]1[CH:4]=[C:5]([C:10]2[CH:15]=[CH:14][CH:13]=[C:12]([C:16]3[NH:17][C:18]4[CH:28]=[CH:27][C:26]5[C:21](=[C:22]([OH:33])[CH:23]=[C:24]([S:29](O)(=[O:31])=[O:30])[CH:25]=5)[C:19]=4[N:20]=3)[CH:11]=2)[CH:6]=[CH:7][C:8]=1[CH3:9].CN(C)C=O>S(Cl)(Cl)=O>[CH3:2][C:3]1[CH:4]=[C:5]([C:10]2[CH:15]=[CH:14][CH:13]=[C:12]([C:16]3[NH:17][C:18]4[CH:28]=[CH:27][C:26]5[C:21](=[C:22]([OH:33])[CH:23]=[C:24]([S:29]([Cl:1])(=[O:31])=[O:30])[CH:25]=5)[C:19]=4[N:20]=3)[CH:11]=2)[CH:6]=[CH:7][C:8]=1[CH3:9]

Participants

Conditions

Temperature: 60 °C

Procedure

2-(3′,4′-dimethylbiphenyl-3-yl)-9-hydroxyl-3H-naphtho[1,2-d]imidazole-7-sulfonic acid hydrochloride(0.08 g, 0.18 mmol) was suspended in 1 ml thionyl chloride containing catalytic amount of N,N-dimethylformamide. The reaction mixture was heated to 60° C. for 3 hours then was concentrated to dryness to give 2-(3′,4′-dimethylbiphenyl-3-yl)-9-hydroxyl-3H-naphtho[1,2-d]imidazole-7-sulfonyl chloride.

Workup

concentrationthen was concentrated to dryness

Sources & evidence

ORD record: ord-ded3e96cbac64937a118c71ce87519d4
Source dataset: uspto-grants-2005_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06858630B2

Reaction notes

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