Dichloroacetyl chloride → 2-(6-Formamidopyridin-2-yl)-2-dichloroacetoxyiminoacetic acid

HRID 1075254Notes

Reaction equation

HRID 1075254 reaction equation
[CH:1]([NH:3][C:4]1[N:9]=[C:8]([C:10](=[N:14][OH:15])[C:11]([OH:13])=[O:12])[CH:7]=[CH:6][CH:5]=1)=[O:2].[Cl:16][CH:17]([Cl:21])[C:18](Cl)=[O:19]>C(Cl)Cl>[CH:1]([NH:3][C:4]1[N:9]=[C:8]([C:10](=[N:14][O:15][C:18](=[O:19])[CH:17]([Cl:21])[Cl:16])[C:11]([OH:13])=[O:12])[CH:7]=[CH:6][CH:5]=1)=[O:2]

Participants

4

Reactant 2

HCID 6593Dichloroacetyl chlorideHCID 1363356462-(6-Formamidopyridin-2-yl)-2-hydroxyiminoacetic acid

Product 1

HCID 540135142-(6-Formamidopyridin-2-yl)-2-dichloroacetoxyiminoacetic acidYield 83.5%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A mixture of 2-(6-formamidopyridin-2-yl)-2-hydroxyiminoacetic acid (3.6 g.), dichloroacetyl chloride (7.6 g.) and methylene chloride (100 ml.) was stirred at room temperature for 5 hours. The precipitates were collected by filtration, washed with diethyl ether and dried to give 2-(6-formamidopyridin-2-yl)-2-dichloroacetoxyiminoacetic acid (4.6 g.), mp 88° to 90° C.

Workup

  1. filtrationThe precipitates were collected by filtration
  2. washwashed with diethyl ether
  3. customdried

Sources & evidence

ORD record
ord-54e64877e3cc41cfbb22c72cbc78457f
Source dataset
uspto-grants-1983_07
Patent number
US04395411

Reaction notes

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