Ethyl 2-formyl-3-(3,4,5-trimethoxyphenyl)propanoate → HCID 20279268, compound

HRID 903369Notes

Reaction equation

HRID 903369 reaction equation
[CH:1]([CH:3]([CH2:9][C:10]1[CH:15]=[C:14]([O:16][CH3:17])[C:13]([O:18][CH3:19])=[C:12]([O:20][CH3:21])[CH:11]=1)[C:4](OCC)=O)=[O:2].[N+:22]([NH:25][C:26]([NH2:28])=[NH:27])([O-:24])=[O:23].C[O-].[Na+]>CO>[N+:22]([NH:25][C:26]1[NH:28][C:1](=[O:2])[C:3]([CH2:9][C:10]2[CH:15]=[C:14]([O:16][CH3:17])[C:13]([O:18][CH3:19])=[C:12]([O:20][CH3:21])[CH:11]=2)=[CH:4][N:27]=1)([O-:24])=[O:23]

Participants

5

Reactant 3

HCID 3018376Ethyl 2-formyl-3-(3,4,5-trimethoxyphenyl)propanoateHCID 10942334Sodium MethoxideHCID 86287517Nitroguanidine

Product 1

HCID 20279268HCID 20279268, compoundYield 13%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Crude ethyl 2-formyl-3-(3,4,5-trimethoxyphenyl)-propionate (7.41 g) was reacted with nitroguanidine (2.62 g) and sodium methoxide in refluxing methanol for 40 hours to give 2-nitroamino-5-(3,4,5-trimethoxybenzyl)-4-pyrimidone in 13% yield.

Sources & evidence

ORD record
ord-c8b93b92ebbf4445a98e7828124d71d2
Source dataset
uspto-grants-1980_10
Patent number
US04227000

Reaction notes

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