Azane;hydrate → HCID 15676074, compound

HRID 2072741Notes

Reaction equation

HRID 2072741 reaction equation
[C:1]([NH:8][C:9]1[S:10][CH:11]=[C:12]([CH:14]([C:16]2[CH:21]=[CH:20][C:19]([C:22]3[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=3)=[C:18]([F:28])[CH:17]=2)[CH3:15])[N:13]=1)([C:3]([O:5]CC)=O)=[O:2].O.[NH3:30]>C(O)C>[C:1]([NH:8][C:9]1[S:10][CH:11]=[C:12]([CH:14]([C:16]2[CH:21]=[CH:20][C:19]([C:22]3[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=3)=[C:18]([F:28])[CH:17]=2)[CH3:15])[N:13]=1)(=[O:2])[C:3]([NH2:30])=[O:5]

Participants

4

Reactant 2

HCID 12896473Azane;hydrateHCID 15676048HCID 15676048, compound

Product 1

HCID 15676074HCID 15676074, compoundYield 26%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To 2-ethoxalylamino-4-(1-(2-fluoro-4-biphenylyl)ethyl)thiazole (0.50 g, 1.29 mmol) in ethanol (10 ml) was added ammonia water (2 ml). After the addition, the mixture was refluxed for 2 h, evaporated under reduced pressure to a residue, which was extracted with chloroform. The extracts were dried over and evaporated under reduced pressure to residue, which was chromatographed to afford 2-oxamoylamino-4-(1-(2-fluoro-4-biphenylyl)ethyl)thiazole (0.121 g, 26% yield) as crystalline material: mp 179.0°-180.0° C.

Workup

  1. additionAfter the addition
  2. temperaturethe mixture was refluxed for 2 h
  3. customevaporated under reduced pressure to a residue, which
  4. extractionwas extracted with chloroform
  5. customThe extracts were dried over and
  6. customevaporated under reduced pressure to residue, which
  7. customwas chromatographed

Sources & evidence

ORD record
ord-39ee40814bab48b682fb8250af6042fa
Source dataset
uspto-grants-1990_04
Patent number
US04914112

Reaction notes

Loading…