Hydrochloric Acid → 2-(2-Aminothiazol-4-yl)-2-cyclopropyloxyiminoacetic acid hydrochloride

HRID 1074347Notes

Reaction equation

HRID 1074347 reaction equation
[CH:1]1([O:4][N:5]=[C:6]([C:10]2[N:11]=[C:12]([NH:15]C=O)[S:13][CH:14]=2)[C:7]([OH:9])=[O:8])[CH2:3][CH2:2]1.[ClH:18]>CO>[ClH:18].[NH2:15][C:12]1[S:13][CH:14]=[C:10]([C:6](=[N:5][O:4][CH:1]2[CH2:3][CH2:2]2)[C:7]([OH:9])=[O:8])[N:11]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 540072742-Cyclopropyloxyimino-2-(2-formamidothiazol-4-yl)acetic acid

Product 1

HCID 867443572-(2-Aminothiazol-4-yl)-2-cyclopropyloxyiminoacetic acid hydrochloride

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A mixture of 2-cyclopropyloxyimino-2-(2-formamidothiazol-4-yl) acetic acid (syn isomer) (255 mg) and conc. hydrochloric acid (0.21 ml) in methanol (1.3 ml) was stirred at 30° to 32° C. for 1.5 hours. The mixture was concentrated in vacuo, triturated with diisopropyl ether, diethyl ether and ethyl acetate in turn. The resultant solid was dried over phosphorus pentoxide to give 2-(2-aminothiazol-4-yl)-2-cyclopropyloxyiminoacetic acid hydrochloride (syn isomer) (265 mg).

Workup

  1. concentrationThe mixture was concentrated in vacuo
  2. customtriturated with diisopropyl ether, diethyl ether and ethyl acetate in turn
  3. dry with materialThe resultant solid was dried over phosphorus pentoxide

Sources & evidence

ORD record
ord-926525e67b2a4b009b8403c89e8d83ba
Source dataset
uspto-grants-1990_11
Patent number
US04973699

Reaction notes

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