Sodium Methoxide → 2-Nitroamino-5-(2-methoxy-4-pyridyl)-4-pyrimidone

HRID 1248312Notes

Reaction equation

HRID 1248312 reaction equation
[N+:1]([NH:4][C:5]([NH2:7])=[NH:6])([O-:3])=[O:2].[CH3:8][O-:9].[Na+].C([CH:13]([CH2:19][C:20]1[CH:25]=[CH:24][N:23]=[C:22]([O:26][CH3:27])[CH:21]=1)C(OCC)=O)=O>C(O)(=O)C>[N+:1]([NH:4][C:5]1[NH:7][C:8](=[O:9])[C:19]([C:20]2[CH:25]=[CH:24][N:23]=[C:22]([O:26][CH3:27])[CH:21]=2)=[CH:13][N:6]=1)([O-:3])=[O:2]

Participants

5

Reactant 3

HCID 10942334Sodium MethoxideHCID 21273312Ethyl 2-formyl-3-(2-methoxy-4-pyridyl)propionateHCID 86287517Nitroguanidine

Product 1

HCID 202792762-Nitroamino-5-(2-methoxy-4-pyridyl)-4-pyrimidone

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

By a process similar to that of Example 5, reaction of nitroguanidine, sodium methoxide and ethyl 2-formyl-3-(2-methoxy-4-pyridyl)-propionate gave 2-nitroamino-5-(2-methoxy-4-pyridyl)-4-pyrimidone, m.p. 194°-5.5° (from aqueous acetic acid).

Sources & evidence

ORD record
ord-05a0c07d3e0d4d1cbb404ea2031c6c25
Source dataset
uspto-grants-1985_06
Patent number
US04523015

Reaction notes

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