Sodium Hydroxide → HCID 178418387, compound

HRID 2852

Reaction equation

HRID 2852 reaction equation
[CH3:1][N:2]([CH3:9])[C:3](=[O:8])[CH2:4][C:5](=[O:7])[CH3:6].[OH-].[Na+].[Cl-].[C:13]1([N+:19]#[N:20])[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1>O>[CH3:1][N:2]([CH3:9])[C:3](=[O:8])[C:4](=[N:20][NH:19][C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1)[C:5](=[O:7])[CH3:6]

Participants

5

Reactant 3

HCID 14798Sodium HydroxideHCID 16278DimethylacetoacetamideHCID 60992Benzenediazonium chloride

Product 1

HCID 178418387HCID 178418387, compoundYield 42.9%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

4.5 g (0.035 mol) of N,N-dimethyl-3-oxobutyramide, a solution of 4.9 g (0.122 mol) of NaOH in 45 ml of water and 0.037 mol of phenyldiazonium chloride were treated as described in preparation 8. The crude reaction mixture was purified by chromatography on silica gel (hexane/Et2O 0%→100%) obtaining 3.5 g of the title compound which was used as such in the subsequent step. M.p.=131°-133° C.

Workup

  1. customas described in preparation 8
  2. customThe crude reaction mixture
  3. customwas purified by chromatography on silica gel (hexane/Et2O 0%→100%)

Sources & evidence

ORD record
ord-b070703fd73b4d8680fe6f71c91c67d7
Source dataset
uspto-grants-1998_03
Patent number
US05731322

Linked notes

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