Beta-Alanine → 204010-55-9

HRID 2230902Notes

Reaction equation

HRID 2230902 reaction equation
[N+:1]([C:4]1[CH:11]=[CH:10][C:7]([CH:8]=O)=[CH:6][CH:5]=1)([O-:3])=[O:2].[C:12]([CH2:14][C:15]([N-:17][CH2:18][C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1)=[O:16])#[N:13].NCCC(O)=O>C(O)C>[CH:22]1[CH:21]=[CH:20][C:19]([CH2:18][NH:17][C:15](/[C:14](/[C:12]#[N:13])=[CH:8]/[C:7]2[CH:10]=[CH:11][C:4]([N+:1]([O-:3])=[O:2])=[CH:5][CH:6]=2)=[O:16])=[CH:24][CH:23]=1

Participants

5

Reactant 3

HCID 239Beta-AlanineHCID 5414-NitrobenzaldehydeHCID 178511179N-(cyanoacetyl)benzylamide

Product 1

HCID 681769204010-55-9Yield 73%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

0.45 g, 3 mM, p-nitro benzaldehyde, 0.61 g, 3.5 mM, N-(Cyano acetyl) benzyl amide (reference 9) and 50 mg β-alanine in 20 ml ethanol were refluxed for 5 hours. Cooling, and filtering gave 0.67 g, 73% yield, light yellow solid, mp-164°. NMR(CDCl3) δ 8.44 (1H,S,vinyl), 8.35, 8.07 (4H,AB, JAB=8.8 Hz), 7.35 (5H,m), 6.6(1H,br.t,NH), 4.63(2H,d,J=5.8 Hz).

Workup

  1. temperatureCooling
  2. filtrationfiltering
  3. customgave 0.67 g, 73% yield, light yellow solid, mp-164°

Sources & evidence

ORD record
ord-1395ba0f95ca4dccaf30ea463b86196d
Source dataset
uspto-grants-2002_07
Patent number
US06426366B1

Reaction notes

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