Hydrochloric Acid → 2-[2-(5-Methyl-4-imidazolylmethylthio)-ethylamino]-5-(2-phenylethyl)-4-pyrimidone dihydrochloride

HRID 614676

Reaction equation

HRID 614676 reaction equation
[C:1]1([CH2:7][CH2:8][C:9]2[C:10](=[O:16])[NH:11][C:12](=S)[NH:13][CH:14]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C1(CCC2C(=O)NC(SC)=NC=2)C=CC=CC=1.N1C=CC=NC1=O.[CH3:41][C:42]1[NH:46][CH:45]=[N:44][C:43]=1[CH2:47][S:48][CH2:49][CH2:50][NH2:51].[ClH:52]>>[ClH:52].[ClH:52].[CH3:41][C:42]1[NH:46][CH:45]=[N:44][C:43]=1[CH2:47][S:48][CH2:49][CH2:50][NH:51][C:12]1[NH:11][C:10](=[O:16])[C:9]([CH2:8][CH2:7][C:1]2[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=2)=[CH:14][N:13]=1

Participants

6

Reactant 5

HCID 313Hydrochloric AcidHCID 684012(1H)-PyrimidinoneHCID 6655684-(((2-Aminoethyl)thio)methyl)-5-methylimidazoleHCID 129459715-(2-Phenylethyl)-2-thiouracilHCID 129515085-Phenylethyl-2-methylthio-4-pyrimidone

Product 1

HCID 233461712-[2-(5-Methyl-4-imidazolylmethylthio)-ethylamino]-5-(2-phenylethyl)-4-pyrimidone dihydrochloride

Procedure

5-(2-Phenylethyl)-2-thiouracil (1.8 g) was converted into 5-phenylethyl-2-methylthio-4-pyrimidone (m.p. 160°-161° ex ethanol) by the method described in Example 1(i). Reaction of this pyrimidone (1.55g) with 2-(5-methyl-4-imidazolylmethylthio)-ethylamine (1.1 g) by the method described in Example 1(ii) gave an oil which was dissolved in 2N hydrochloric acid, the solution evaporated to dryness and the residue recrystallised from methanol to give 2-[2-(5-methyl-4-imidazolylmethylthio)-ethylamino]-5-(2-phenylethyl)-4-pyrimidone dihydrochloride, m.p. 214°-218°.

Workup

  1. customgave an oil which
  2. customthe solution evaporated to dryness
  3. customthe residue recrystallised from methanol

Sources & evidence

ORD record
ord-af83002c64c44d3c8e68996d9b692e00
Source dataset
uspto-grants-1979_03
Patent number
US04145546

Linked notes

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