Beta-Alanine → HCID 10222358, compound

HRID 1818031Notes

Reaction equation

HRID 1818031 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:10]=[C:11]([O:14][CH3:15])[C:12]=1[OH:13])[CH:6]=[CH:7][CH:8]=O.[OH:16][C:17]1[CH:18]=[C:19]([CH:22]=[CH:23][C:24]=1[OH:25])[CH2:20][NH-:21].[NH2:26][CH2:27][CH2:28][C:29](O)=[O:30].O>C(O)C>[OH:16][C:17]1[CH:18]=[C:19]([CH:22]=[CH:23][C:24]=1[OH:25])[CH2:20][NH:21][C:29](/[C:28](=[CH:8]/[CH:7]=[CH:6]/[C:5]1[CH:4]=[C:3]([O:2][CH3:1])[C:12]([OH:13])=[C:11]([O:14][CH3:15])[CH:10]=1)/[C:27]#[N:26])=[O:30]

Participants

6

Reactant 4

HCID 239Beta-AlanineHCID 962WaterHCID 1192162-Propenal, 3-(4-hydroxy-3,5-dimethoxyphenyl)-HCID 86760966HCID 86760966, compound

Product 1

HCID 10222358HCID 10222358, compoundYield 75%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To 3,5-dimethoxy-4-hydroxycinnamaldehyde (0.042 g, 0.2 mmol) and N-cyanoacetyl)3,4-dihydroxybenzylamide (Example 2, 0.042 g, 0.2 mmol) in 10 ml of ethanol 3 mg of β-alanine was added and the reaction was refluxed for 6 h. Water was added and the solid was recrystallized from 5 ml of ethanol twice to give 0.06 g (75%) of a red solid. The product gave the following analytical data:

Workup

  1. temperaturethe reaction was refluxed for 6 h
  2. customthe solid was recrystallized from 5 ml of ethanol twice

Sources & evidence

ORD record
ord-7456f67ff3c5420782bda42e1af6f664
Source dataset
uspto-grants-2009_10
Patent number
US07598419B2

Reaction notes

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