Dichloroacetyl chloride → 2-Dichloroacetoxyimino-2-(1,2,5-thiadiazol-3-yl)acetic acid

HRID 463931Notes

Reaction equation

[OH:1][N:2]=[C:3]([C:7]1[CH:11]=[N:10][S:9][N:8]=1)[C:4]([OH:6])=[O:5].[Cl:12][CH:13]([Cl:17])[C:14](Cl)=[O:15]>>[Cl:12][CH:13]([Cl:17])[C:14]([O:1][N:2]=[C:3]([C:7]1[CH:11]=[N:10][S:9][N:8]=1)[C:4]([OH:6])=[O:5])=[O:15]

Participants

Reactant 2

HCID 6593Dichloroacetyl chloride

HCID 1361386132-Hydroxyimino-2-(1,2,5-thiadiazol-3-yl)acetic acid

Product 1

HCID 543478262-Dichloroacetoxyimino-2-(1,2,5-thiadiazol-3-yl)acetic acidYield 47%

Procedure

2-Hydroxyimino-2-(1,2,5-thiadiazol-3-yl)acetic acid (syn isomer) (4.8 g.) and dichloroacetyl chloride (9.2 g.) were reacted according to a similar manner to that of Example 6(a)(4) to give crystals of 2-dichloroacetoxyimino-2-(1,2,5-thiadiazol-3-yl)acetic acid (syn isomer) (3.7 g.).

Sources & evidence

ORD record: ord-56b880791e6542d8958bba7dbddc1830
Source dataset: uspto-grants-1985_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04544751

Reaction notes

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