Acetoacetanilide → HCID 178418293, compound
Reaction equation
[C:1]([NH:7][C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)(=[O:6])[CH2:2][C:3]([CH3:5])=[O:4].[OH-].[Na+].[Cl-].[C:17]1([N+:23]#[N:24])[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1>O>[C:8]1([NH:7][C:1](=[O:6])[C:2](=[N:24][NH:23][C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[C:3](=[O:4])[CH3:5])[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Procedure
4.5 g (25.4 mmol) of acetoacetanilide, a solution of 3.46 g (89 mmol) of NaOH in 45 ml of water and 95 mmol of phenyldiazonium chloride were treated as described in preparation 8. The residue was crystallised from EtOH, yielding 3.4 g of the title compound. M.p.=96°-97° C.
Workup
- customas described in preparation 8
- customThe residue was crystallised from EtOH
Sources & evidence
- ORD record
- ord-f388a24479e44c98bc290884466e1ad3
- Source dataset
- uspto-grants-1998_03
- Patent number
- US05731322
Reaction notes
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