Ammonia → Pyrimidine, 1,4,5,6-tetrahydro-2-methyl-5-phenyl-, monohydrochloride

HRID 623205ノート

反応式

HRID 623205 の反応式
[ClH:1].Cl.[C:3]1([CH:9]([CH2:12][NH2:13])[CH2:10][NH2:11])[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.[OH-].[Na+].Cl.[C:17](N)(=N)[CH3:18].N>>[ClH:1].[CH3:17][C:18]1[NH:13][CH2:12][CH:9]([C:3]2[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=2)[CH2:10][N:11]=1

参加物

5

反応物 4

HCID 222AmmoniaHCID 14798Sodium HydroxideHCID 67170Acetamidine monohydrochlorideHCID 212906022-phenylpropane-1,3-diamine dihydrochloride

生成物 1

HCID 217092Pyrimidine, 1,4,5,6-tetrahydro-2-methyl-5-phenyl-, monohydrochloride収率 32%

実験手順

A mixture consisting of 20 g (0.0897 mol) of 2-phenylpropane-1,3-diamine dihydrochloride, 10.76 g (0.269 mol) of sodium hydroxide pellets and 8.48 g (0.0897 mol) of acetamidine hydrochloride is heated under reflux until the evolution of NH3 has ended. The reaction medium is cooled, the insoluble material is filtered off and discarded, the filtrate is acidified with ethanol containing HCl and evaporated to half the volume, and the insoluble material formed is filtered off. The filtrate is diluted with an equal volume of ether, the insoluble material formed is filtered off and the resulting filtrate is evaporated to dryness. Recrystallization of the evaporation residue from an acetone/ethanol mixture (1:1 v/v) gives 6 g (yield: 32%) of CRL 41 352. M.p. (inst.)=220° C.

後処理

  1. temperatureis heated
  2. temperatureThe reaction medium is cooled
  3. filtrationthe insoluble material is filtered off
  4. additioncontaining HCl
  5. customevaporated to half the volume
  6. customthe insoluble material formed
  7. filtrationis filtered off
  8. additionThe filtrate is diluted with an equal volume of ether
  9. customthe insoluble material formed
  10. filtrationis filtered off
  11. customthe resulting filtrate is evaporated to dryness
  12. customRecrystallization of the evaporation residue from an acetone/ethanol mixture (1:1 v/v)
  13. customgives 6 g (yield: 32%) of CRL 41 352
  14. customM.p. (inst.)=220° C.

出典と根拠

ORDレコード
ord-8f9194ded88f4a0fa00799c8ab753fbf
出典データセット
uspto-grants-1988_09
特許番号
US04774248

反応ノート

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