Water → Acetamide, N-(3-((aminothioxomethyl)amino)phenyl)-
Reaction equation
[S-:1][C:2]#[N:3].[NH4+].C(Cl)(=O)C1C=CC=CC=1.[NH2:14][C:15]1[CH:16]=[C:17]([CH:22]=[CH:23][CH:24]=1)[NH:18][C:19](=[O:21])[CH3:20].O>CC(C)=O>[C:19]([NH:18][C:17]1[CH:16]=[C:15]([NH:14][C:2]([NH2:3])=[S:1])[CH:24]=[CH:23][CH:22]=1)(=[O:21])[CH3:20]Participants
6
Reactant 4
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 50 °C
Procedure
A mixture of ammonium thiocyanate (2.79 g) and benzoyl chloride (3.86 ml) in acetone (30 ml) was refluxed for 5 minutes. Then a solution of 3′-aminoacetanilide (5.00 g) in acetone (40 ml) was added thereto. The mixture was poured into water, and the resulting precipitate was separated by filtration. The crystals were heated at 50° C. for 3 hours with 1N sodium hydroxide (150 ml) solution. The mixture was poured into a mixture of ethyl acetate and water, and the resulting precipitate was collected and washed with ethyl acetate and water to give N-(3-acetylaminophenyl)thiourea (4.22 g).
Workup
- temperaturewas refluxed for 5 minutes
- customthe resulting precipitate was separated by filtration
- additionThe mixture was poured into a mixture of ethyl acetate and water
- customthe resulting precipitate was collected
- washwashed with ethyl acetate and water
Sources & evidence
- ORD record
- ord-68ab111ee64c44509f20a3bcbfcbff33
- Source dataset
- uspto-grants-2004_04
- Patent number
- US06727245B2
Reaction notes
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