Water → HCID 12766136, compound

HRID 1194876Notes

Reaction equation

HRID 1194876 reaction equation
[NH2:1][C:2]1[S:3][CH:4]=[C:5](/[C:7](=[N:13]/[O:14][CH:15]2[CH2:20][CH2:19][CH2:18][CH2:17][CH2:16]2)/[C:8]([O:10]CC)=[O:9])[N:6]=1.O.[OH-].[Na+]>C(O)C>[NH2:1][C:2]1[S:3][CH:4]=[C:5](/[C:7](=[N:13]/[O:14][CH:15]2[CH2:20][CH2:19][CH2:18][CH2:17][CH2:16]2)/[C:8]([OH:10])=[O:9])[N:6]=1

Participants

5

Reactant 3

HCID 962WaterHCID 14798Sodium HydroxideHCID 12766135HCID 12766135, compound

Product 1

HCID 12766136HCID 12766136, compoundYield 69%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Ethyl 2-(2-aminothiazol-4-yl)-(Z)-2-(cyclohexyloxyimino)acetate (0.536 g) was dissolved in ethanol (15 ml), and water (5 ml) and aqueous sodium hydroxide (1N, 6.4 ml) added. The mixture was stirred at room temperature for 24 h. Ethanol was removed and the residue diluted with water (25 ml), washed with ethyl acetate, and acidified to pH 2.8. The precipitate was collected by filtration, washed with cold water and dried in vacuo to give the title compound as a cream solid (0.335 g; 69%), νmax (nujol) 1630 cm-1 δH (D6DMSO) 1.2-2.0 (10H, br m), 6.78 (1H, d), and 7.14 (2H, s, exch. D2O).

Workup

  1. customEthanol was removed
  2. additionthe residue diluted with water (25 ml)
  3. washwashed with ethyl acetate
  4. filtrationThe precipitate was collected by filtration
  5. washwashed with cold water
  6. customdried in vacuo

Sources & evidence

ORD record
ord-3cf6d268facb4fada16950e89836e296
Source dataset
uspto-grants-1989_03
Patent number
US04816452

Reaction notes

Loading…