Water → HCID 178418240, compound

HRID 2842

Reaction equation

HRID 2842 reaction equation
[CH2:1]([N:3]([CH2:10][CH3:11])[C:4](=[O:9])[CH2:5][C:6](=[O:8])[CH3:7])[CH3:2].CC(O[Na])=O.O.[Cl-].[C:19]1([N+:25]#[N:26])[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1>C(O)C>[CH2:10]([N:3]([CH2:1][CH3:2])[C:4](=[O:9])[C:5](=[N:26][NH:25][C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1)[C:6](=[O:8])[CH3:7])[CH3:11]

Participants

6

Reactant 4

HCID 962WaterHCID 16699Acetoacetamide, N,N-diethyl-HCID 60992Benzenediazonium chlorideHCID 178418247HCID 178418247, compound

Product 1

HCID 178418240HCID 178418240, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
10 °C

Procedure

15.7 g (0.1 mol) of N,N-diethyl-3-oxobutyramide were mixed with 12 g (0.14 mol) of CH3COONa, 20 ml of water and 75 ml of ethanol. The solution obtained was cooled to 10° C. and 0.1 mol of freshly prepared solution of phenyldiazonium chloride [Organic Reactions, R. Adams Ed; Wiley, New York, 10, 32-33, (1951-1959)] were added dropwise. The precipitated solid was filtered, dried in vacuo yielding 22.6 g of the title compound. M.p.=63°-65° C.

Workup

  1. customThe solution obtained
  2. filtrationThe precipitated solid was filtered
  3. customdried in vacuo

Sources & evidence

ORD record
ord-70526c16165b456992991e767fe845d3
Source dataset
uspto-grants-1998_03
Patent number
US05731322

Linked notes

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