2-Nitroamino-5-(4-methoxy-2-pyridylmethyl)-4-pyrimidone → HCID 178493129, compound

HRID 1247901Notes

Reaction equation

HRID 1247901 reaction equation
[NH:1]([C:5]1[S:6][CH:7]=[C:8]([CH2:10][S:11][CH2:12][CH2:13][NH2:14])[N:9]=1)[C:2]([NH2:4])=[NH:3].[N+](N[C:19]1[NH:24][C:23](=[O:25])[C:22]([CH2:26][C:27]2[CH:32]=[C:31]([O:33][CH3:34])[CH:30]=[CH:29][N:28]=2)=[CH:21][N:20]=1)([O-])=O>N1C=CC=CC=1>[NH:1]([C:5]1[S:6][CH:7]=[C:8]([CH2:10][S:11][CH2:12][CH2:13][NH:14][C:19]2[NH:24][C:23](=[O:25])[C:22]([CH2:26][C:27]3[CH:32]=[C:31]([O:33][CH3:34])[CH:30]=[CH:29][N:28]=3)=[CH:21][N:20]=2)[N:9]=1)[C:2]([NH2:4])=[NH:3]

Participants

4

Reactant 2

HCID 127838342-Nitroamino-5-(4-methoxy-2-pyridylmethyl)-4-pyrimidoneHCID 1785127232-[4-(2-Aminoethylsulfanylmethyl)-1,3-thiazol-2-yl]guanidine

Product 1

HCID 178493129HCID 178493129, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

2-(2-Guanidino-4-thiazolylmethylthio)ethylamine is heated under reflux in pyridine for 12 hours with 0.75 molar equivalents of 2-nitroamino-5-(4-methoxy-2-pyridylmethyl)-4-pyrimidone to give 2-[2-(2-guanidino-4-thiazolylmethylthio)ethylamino]-5-(4-methoxy-2-pyridylmethyl)-4-pyrimidone. When this product is boiled under reflux in 2N hydrogen bromide in ethanol 2-[2-(2-guanidino-4-thiazolylmethylthio)ethylamino]-5-(4-hydroxy-2-pyridylmethyl)-4-pyrimidone trihydrobromide is produced.

Sources & evidence

ORD record
ord-b8e703823e5c471fa5132def46a1d99f
Source dataset
uspto-grants-1985_06
Patent number
US04521418

Reaction notes

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