4-(Bromoacetyl)benzonitrile → 4-(2-Amino-1,3-thiazol-4-yl)benzonitrile

HRID 737167Notes

Reaction equation

HRID 737167 reaction equation
Br[CH2:2][C:3]([C:5]1[CH:12]=[CH:11][C:8]([C:9]#[N:10])=[CH:7][CH:6]=1)=O.[NH2:13][C:14]([NH2:16])=[S:15].CC([O-])=O.[Na+]>CCO>[NH2:16][C:14]1[S:15][CH:2]=[C:3]([C:5]2[CH:12]=[CH:11][C:8]([C:9]#[N:10])=[CH:7][CH:6]=2)[N:13]=1

Participants

5

Reactant 3

HCID 986544-(Bromoacetyl)benzonitrileHCID 517045Sodium AcetateHCID 2723790Thiourea

Product 1

HCID 20495894-(2-Amino-1,3-thiazol-4-yl)benzonitrile

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

4-(2-Bromo-acetyl)-benzonitrile (2.9 g, 12.9 mmol) was combined with 1.0 g (12.9 mmol) of thiourea. This mixture was suspended in 60 mL of EtOH. To this suspension was added NaOAc (1.4 g, 16.8 mmol). This suspension was stirred at room temperature for 30 minutes. The solvent was evaporated under reduced pressure to yield the desired product.

Workup

  1. customThe solvent was evaporated under reduced pressure

Sources & evidence

ORD record
ord-0915e36709dc4aa0847f2f605cd6a932
Source dataset
uspto-grants-2009_09
Patent number
US07595398B2

Reaction notes

Loading…