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Sodium Hydroxide → HCID 178418482, compound

HRID 2853
Notes
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Reaction equation

HRID 2853 reaction equation
[O:1]=[C:2]([CH3:7])[CH2:3][C:4]([NH2:6])=[O:5].[OH-].[Na+].[Cl-].[C:11]1([N+:17]#[N:18])[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1>O>[C:11]1([NH:17][N:18]=[C:3]([C:2](=[O:1])[CH3:7])[C:4]([NH2:6])=[O:5])[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

5

Reactant 3

HCID 14798Sodium HydroxideHCID 60992Benzenediazonium chlorideHCID 80077Acetoacetamide

Product 1

HCID 178418482HCID 178418482, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

5.0 g (0.049 mol) of 3-oxobutyramide, a solution of 6.9 g (0.171 mol) of NaOH in 75 ml of water and 0.051 mol of phenyldiazonium chloride were treated as described in preparation 8. The crude reaction mixture was purified by chromatography on silica gel(EtOAc) obtaining 3 g of the title compound which was used as such in the subsequent step. M.p.=146°-147° C.

Workup

  1. customas described in preparation 8
  2. customThe crude reaction mixture
  3. customwas purified by chromatography on silica gel(EtOAc) obtaining 3 g of the title compound which

Sources & evidence

ORD record
ord-fa496a7ce126439c8a04c703ffcedc08
Source dataset
uspto-grants-1998_03
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US05731322

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes