Hydrochloric Acid → HCID 54085220, compound

HRID 1659760Notes

Reaction equation

HRID 1659760 reaction equation
[CH2:1]([O:3][C:4]([CH2:6][O:7][N:8]=[C:9]([C:13]1[N:14]=[C:15]([NH:18]C=O)[S:16][CH:17]=1)[C:10]([OH:12])=[O:11])=[O:5])[CH3:2].Cl.C(O)C>O1CCCC1>[CH2:1]([O:3][C:4]([CH2:6][O:7][N:8]=[C:9]([C:13]1[N:14]=[C:15]([NH2:18])[S:16][CH:17]=1)[C:10]([OH:12])=[O:11])=[O:5])[CH3:2]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 702EthanolHCID 544193372-Ethoxycarbonylmethoxyimino-2-(2-formamidothiazol-4-yl)acetic acid

Product 1

HCID 54085220HCID 54085220, compoundYield 70.4%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A mixture of 2-ethoxycarbonylmethoxyimino-2-(2-formamidothiazol-4-yl)acetic acid (syn isomer) (7.2 g.), conc. hydrochloric acid (10 ml.), ethanol (70 ml.) and tetrahydrofuran (20 ml.) was stirred for 2 hours at ambient temperature. After removing the solvent from the reaction mixture in vacuo, water was added thereto and the mixture was adjusted to pH 3.3 with an aqueous solution of sodium bicarbonate under ice-cooling. Precipitates were collected by filtration and dried to give 2-ethoxycarbonylmethoxyimino-2-(2-aminothiazol-4-yl)acetic acid (syn isomer) (4.6 g).

Workup

  1. customAfter removing the solvent from the reaction mixture in vacuo, water
  2. additionwas added
  3. temperaturecooling
  4. customPrecipitates
  5. filtrationwere collected by filtration
  6. customdried

Sources & evidence

ORD record
ord-b4ab8e2b0a974de88ef1df16fbd49bf1
Source dataset
uspto-grants-1981_12
Patent number
US04304770

Reaction notes

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