Sodium Bicarbonate → HCID 53897917, compound

HRID 2412741Notes

Reaction equation

HRID 2412741 reaction equation
[CH2:1]([O:3][N:4]=[C:5]([C:11](=O)[CH2:12]Cl)[C:6]([O:8][CH2:9][CH3:10])=[O:7])[CH3:2].[NH2:15][C:16]([NH2:18])=[S:17].C([O-])(=O)C.[Na+].C(=O)(O)[O-].[Na+]>O.CO>[CH2:1]([O:3][N:4]=[C:5]([C:11]1[N:15]=[C:16]([NH2:18])[S:17][CH:12]=1)[C:6]([O:8][CH2:9][CH3:10])=[O:7])[CH3:2]

Participants

7

Reactant 4

HCID 516892Sodium BicarbonateHCID 517045Sodium AcetateHCID 2723790ThioureaHCID 53877278Ethyl 4-chloro-2-(ethoxyimino)-3-oxobutanoate

Product 1

HCID 53897917HCID 53897917, compoundYield 34.8%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Conditions

Temperature
48 °C

Procedure

A mixture of ethyl 2-ethoxyimino-3-oxo-4-chlorobutyrate (syn isomer)(38.7 g), thiourea (13.2 g), sodium acetate (14.3 g), methanol (95 ml) and water (95 ml) was stirred at 48° C. for 40 minutes. After the resultant solution was adjusted to pH 6.5 with an aqueous solution of sodium bicarbonate, the appeared precipitates were collected by filtration and washed with diisopropyl ether to give ethyl 2-ethoxyimino-2-(2-aminothiazol-4-yl)acetate (syn isomer)(14.7 g), mp 130° to 131° C.

Workup

  1. customthe appeared precipitates
  2. filtrationwere collected by filtration
  3. washwashed with diisopropyl ether

Sources & evidence

ORD record
ord-86678f0759e0469b9d2018f5a6015dfc
Source dataset
uspto-grants-1985_01
Patent number
US04493833

Reaction notes

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