Water → 4-(2-Amino-1,3-thiazol-4-yl)benzonitrile
Reaction equation
[NH2:1][C:2]([NH2:4])=[S:3].[C:5]([C:7]1[CH:16]=[CH:15][C:10]([C:11](=O)[CH2:12]Br)=[CH:9][CH:8]=1)#[N:6].[OH-].[Na+].O>C(O)C>[NH2:1][C:2]1[S:3][CH:12]=[C:11]([C:10]2[CH:15]=[CH:16][C:7]([C:5]#[N:6])=[CH:8][CH:9]=2)[N:4]=1Participants
6
Reactant 4
Product 1
Reagents, catalysts & solvents 1
Procedure
Thiourea (0.76 g, 10 mmol) was added to 4-cyanophenacyl bromide (2.0 g, 8.9 mmol) in ethanol (20 mL), and the reaction heated under reflux. After 45 min, the mixture was cooled to room temperature, and poured into 2N NaOH (10 mL)/water (40 mL). The precipitate was collected and air-dried to give 4-(2-amino-thiazol-4-yl)benzonitrile (1.6 g, 90%), which was used without further characterization.
Workup
- temperaturethe reaction heated
- temperatureunder reflux
- customThe precipitate was collected
- customair-dried
Sources & evidence
- ORD record
- ord-f829c169ee5646be8d2dcd12e1074985
- Source dataset
- uspto-grants-2009_11
- Patent number
- US07618990B2
Reaction notes
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