Potassium Carbonate → HCID 178513412, compound

HRID 604484Notes

Reaction equation

HRID 604484 reaction equation
[NH2:1][C:2]1[S:3][C:4]([C:13]#[N:14])=[C:5]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)[N:6]=1.Cl.[NH2:16][OH:17].C(=O)([O-])[O-].[K+].[K+]>O.C(O)C>[NH2:1][C:2]1[S:3][C:4]([C:13]([NH:16][OH:17])=[NH:14])=[C:5]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)[N:6]=1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 443297Hydroxyamine hydrochlorideHCID 214555522-Amino-4-Phenylthiazole-5-carbonitrile

Product 1

HCID 178513412HCID 178513412, compound

Reagents, catalysts & solvents 1

HCID 19096565Water ethanolSolvent

Procedure

2-Amino-4-phenyl-thiazole-5-carbonitrile (0.13 g, 0.6 mmol) was suspended in 1:1 water/ethanol (v/v) (24 mL) and added hydroxylamine hydrochloride (1.47 g, 21 mmol) and potassium carbonate (1.86 g, 13 mmol). The reaction mixture was heated at reflux for 3 days, then the solvent was reduced and the aqueous phase was extracted with dichloromethane. The organic layer was washed with water and brine, and was dried over sodium sulfate. The solvent was evaporated to yield a yellow solid. Yield: 0.1 g, 66%.

Workup

  1. temperatureThe reaction mixture was heated
  2. temperatureat reflux for 3 days
  3. extractionthe aqueous phase was extracted with dichloromethane
  4. washThe organic layer was washed with water and brine
  5. dry with materialwas dried over sodium sulfate
  6. customThe solvent was evaporated
  7. customto yield a yellow solid

Sources & evidence

ORD record
ord-919aa211b7e649a5998c567356593ff2
Source dataset
uspto-grants-2011_03
Patent number
US07910613B2

Reaction notes

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