2-[(Thiazol-2-yl)methylthio]ethylamine → 2-[2-(2-Thiazolylmethylthio)ethylamino]-5-(4-pyridylmethyl)-4-pyrimidone

HRID 1855837Notes

Reaction equation

HRID 1855837 reaction equation
[N:1]1[CH:6]=[CH:5][C:4]([CH2:7][C:8]2[C:9](=[O:16])[NH:10][C:11](SC)=[N:12][CH:13]=2)=[CH:3][CH:2]=1.[S:17]1[CH:21]=[CH:20][N:19]=[C:18]1[CH2:22][S:23][CH2:24][CH2:25][NH2:26]>>[S:17]1[CH:21]=[CH:20][N:19]=[C:18]1[CH2:22][S:23][CH2:24][CH2:25][NH:26][C:11]1[NH:10][C:9](=[O:16])[C:8]([CH2:7][C:4]2[CH:3]=[CH:2][N:1]=[CH:6][CH:5]=2)=[CH:13][N:12]=1

Participants

3

Reactant 2

HCID 129234032-[(Thiazol-2-yl)methylthio]ethylamineHCID 143385852-(Methylsulfanyl)-5-[(pyridin-4-yl)methyl]pyrimidin-4(3H)-one

Product 1

HCID 143385912-[2-(2-Thiazolylmethylthio)ethylamino]-5-(4-pyridylmethyl)-4-pyrimidone

Procedure

An intimate mixture of 5-(4-pyridylmethyl)-2-methylthio-4-pyrimidone (1.55 g) and 2-(2-thiazolylmethylthio)ethylamine (1.16 g) was heated at 135°-140° with frequent stirring. After cooling, the reaction mixture was triturated under water to give 2-[2-(2-thiazolylmethylthio)ethylamino]-5-(4-pyridylmethyl)-4-pyrimidone. This product was acidified with dilute ethanolic hydrogen chloride, evaporated to dryness and the residue recrystallised from methanol to give the title compound m.p. 190°-195°.

Workup

  1. temperaturewas heated at 135°-140° with frequent stirring
  2. temperatureAfter cooling
  3. customthe reaction mixture was triturated under water

Sources & evidence

ORD record
ord-378d49afa71548eb9be0ca79e7cc059b
Source dataset
uspto-grants-1980_08
Patent number
US04216318

Reaction notes

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