Hydrochloric Acid → HCID 54403172, compound

HRID 568832Notes

Reaction equation

HRID 568832 reaction equation
[NH2:1][C:2]1[S:3][C:4]([CH3:16])=[C:5]([C:7](=[N:13][O:14][CH3:15])[C:8]([O:10]CC)=[O:9])[N:6]=1.[OH-].[Na+].C(O)C.Cl>O1CCCC1>[NH2:1][C:2]1[S:3][C:4]([CH3:16])=[C:5]([C:7](=[N:13][O:14][CH3:15])[C:8]([OH:10])=[O:9])[N:6]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 702EthanolHCID 14798Sodium HydroxideHCID 54007970HCID 54007970, compound

Product 1

HCID 54403172HCID 54403172, compoundYield 73.5%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A mixture of ethyl 2-(2-amino-5-methylthiazol-4-yl)-2-methoxyiminoacetate (syn isomer, 4.0 g.), 2N-aqueous sodium hydroxide (25 ml.), ethanol (30 ml.) and tetrahydrofuran (15 ml.) was stirred at room temperature for 75 minutes. The reaction mixture was adjusted to pH 6 with hydrochloric acid, and the organic solvent was distilled off in vacuo. The remaining aqueous solution was washed with ethyl acetate and adjusted to pH 3 with hydrochloric acid. The resultant precipitates were collected by filtration, washed with water and dried to give 2-(2-amino-5-methylthiazol-4-yl)-2-methoxyiminoacetic acid (syn isomer, 2.6 g.).

Workup

  1. distillationthe organic solvent was distilled off in vacuo
  2. washThe remaining aqueous solution was washed with ethyl acetate
  3. customThe resultant precipitates
  4. filtrationwere collected by filtration
  5. washwashed with water
  6. customdried

Sources & evidence

ORD record
ord-6304c3454d9744d39a90428c0694ed84
Source dataset
uspto-grants-1988_03
Patent number
US04729991

Reaction notes

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