Hydrochloric Acid → 2-(2-Aminothiazol-4-yl)-2-hydroxyimino-acetic acid

HRID 261683Notes

Reaction equation

HRID 261683 reaction equation
[OH:1][N:2]=[C:3]([C:9]1[N:10]=[C:11]([NH2:14])[S:12][CH:13]=1)[C:4]([O:6]CC)=[O:5].[OH-].[Na+].Cl>>[OH:1][N:2]=[C:3]([C:9]1[N:10]=[C:11]([NH2:14])[S:12][CH:13]=1)[C:4]([OH:6])=[O:5]

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 6738988Ethyl 2-(2-aminothiazole-4-yl)-2-hydroxyiminoacetate

Product 1

HCID 209814012-(2-Aminothiazol-4-yl)-2-hydroxyimino-acetic acid

Procedure

A solution of ethyl 2-hydroxyimino-2-(2-amino-1,3-thiazol-4-yl)acetate (a mixture of syn and anti isomers) (1.1 g) in an 1 N aqueous solution of sodium hydroxide (15 ml) was allowed to stand for 2 hours at ambient temperature. The reaction mixture was adjusted to pH 3.5 with 10% hydrochloric acid and precipitating crystals were collected by filtration, washed with acetone and dried to give 2-hydroxyimino-2-(2-amino-1,3-thiazol-4-yl)acetic acid (a mixture of syn and anti isomers) (0.52 g), mp 184° to 186° C. (dec.).

Workup

  1. customprecipitating crystals
  2. filtrationwere collected by filtration
  3. washwashed with acetone
  4. customdried

Sources & evidence

ORD record
ord-19656f22b9d74e76bd9545cd0991f30f
Source dataset
uspto-grants-1979_08
Patent number
US04166115

Reaction notes

Loading…