4-(((2-Aminoethyl)thio)methyl)-5-methylimidazole → 3-[2-(5-Methyl-4-imidazolylmethylthio)ethylamino]-6-(3-pyridylmethyl)-1,2,4-triazin-5-one

HRID 27219Notes

Reaction equation

HRID 27219 reaction equation
CS[C:3]1[NH:8][C:7](=[O:9])[C:6]([CH2:10][C:11]2[CH:12]=[N:13][CH:14]=[CH:15][CH:16]=2)=[N:5][N:4]=1.[CH3:17][C:18]1[NH:22][CH:21]=[N:20][C:19]=1[CH2:23][S:24][CH2:25][CH2:26][NH2:27]>>[CH3:17][C:18]1[NH:22][CH:21]=[N:20][C:19]=1[CH2:23][S:24][CH2:25][CH2:26][NH:27][C:3]1[NH:8][C:7](=[O:9])[C:6]([CH2:10][C:11]2[CH:12]=[N:13][CH:14]=[CH:15][CH:16]=2)=[N:5][N:4]=1

Participants

3

Reactant 2

HCID 6655684-(((2-Aminoethyl)thio)methyl)-5-methylimidazoleHCID 1357554243-Methylthio-6-(3-pyridylmethyl)-1,2,4-triazin-5-one

Product 1

HCID 1357031783-[2-(5-Methyl-4-imidazolylmethylthio)ethylamino]-6-(3-pyridylmethyl)-1,2,4-triazin-5-oneYield 70.9%

Procedure

3-Methylthio-6-(3-pyridylmethyl)-1,2,4-triazin-5-one (2.34 g) and 2-(5-methyl-4-imidazolylmethylthio)ethylamine (1.88 g) were heated together on anoil bath (160°-70°). The cooled mixture was triturated with boiling methanol and the solid was recrystallised from dimethylformamide to give the title compound as a colourless solid (2.53 g) m.p. 232°14 233°.

Workup

  1. customThe cooled mixture was triturated with boiling methanol
  2. customthe solid was recrystallised from dimethylformamide

Sources & evidence

ORD record
ord-6b437eb8e10d40d187944d5fb7c72424
Source dataset
uspto-grants-1980_09
Patent number
US04220767

Reaction notes

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