Dichloroacetyl chloride → HCID 136207193, compound

HRID 614109Notes

Reaction equation

[OH:1][N:2]=[C:3]([C:7]1[CH:12]=[CH:11][C:10]([OH:13])=[C:9]([NH:14][S:15]([CH3:18])(=[O:17])=[O:16])[CH:8]=1)[C:4]([OH:6])=[O:5].[Cl:19][CH:20]([Cl:24])[C:21](Cl)=[O:22]>>[Cl:19][CH:20]([Cl:24])[C:21]([O:1][N:2]=[C:3]([C:7]1[CH:12]=[CH:11][C:10]([OH:13])=[C:9]([NH:14][S:15]([CH3:18])(=[O:17])=[O:16])[CH:8]=1)[C:4]([OH:6])=[O:5])=[O:22]

Participants

Reactant 2

HCID 6593Dichloroacetyl chloride

HCID 136398791HCID 136398791, compound

Product 1

HCID 136207193HCID 136207193, compoundYield 98.7%

Procedure

2-Hydroxyimino-2-(3-mesylamino-4-hydroxyphenyl)acetic acid (syn isomer) (1.37 g.) and dichloroacetyl chloride (0.9 g.) were treated according to similar manners to those of Preparation 5-1) to 5-3) to give 2-dichloroacetoxyimino-2-(3-mesylamino-4-hydroxyphenyl)acetic acid (syn isomer) (1.9 g.), which was used as a starting material for the following acylating reaction without further purification.

Workup

customof Preparation 5-1) to 5-3)

Sources & evidence

ORD record: ord-ec721e858bdc409d88f618c2a4a16655
Source dataset: uspto-grants-1979_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04143166

Reaction notes

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