Bromopinacolone → 4-tert-Butyl-1,3-thiazol-2-amine

HRID 737200Notes

Reaction equation

HRID 737200 reaction equation
Br[CH2:2][C:3](=O)[C:4]([CH3:7])([CH3:6])[CH3:5].[NH2:9][C:10]([NH2:12])=[S:11].CC([O-])=O.[Na+]>CCO>[C:4]([C:3]1[N:9]=[C:10]([NH2:12])[S:11][CH:2]=1)([CH3:7])([CH3:6])[CH3:5]

Participants

5

Reactant 3

HCID 21642BromopinacoloneHCID 517045Sodium AcetateHCID 2723790Thiourea

Product 1

HCID 27342024-tert-Butyl-1,3-thiazol-2-amine

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

1-Bromo-3,3-dimethyl-butan-2-one (300 mg, 1.7 mmol) was dissolved in 10 mL of EtOH. To this solution was added thiourea (1.7 mmol, 129 mg) followed by NaOAc (3.4 mmol, 279 mg). This mixture was stirred at room temperature overnight. The reaction mixture was evaporated under reduced pressure and used without any further purification.

Workup

  1. customThe reaction mixture was evaporated under reduced pressure
  2. customused without any further purification

Sources & evidence

ORD record
ord-9892ed15276a417fa3705ad8d10d197d
Source dataset
uspto-grants-2009_09
Patent number
US07595398B2

Reaction notes

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