3-Dimethylamino-2-methyl-2-propenal → 5-Methyl-2-phenylpyrimidine

HRID 1600568ノート

反応式

HRID 1600568 の反応式
C[O-].[Na+].[Na].O.Cl.[C:7]([NH2:15])(=[NH:14])[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1.[CH3:16]/[C:17](/[CH:22]=O)=[CH:18]\N(C)C>CO>[CH3:22][C:17]1[CH:16]=[N:14][C:7]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)=[N:15][CH:18]=1

参加物

6

反応物 4

HCID 27778013-Dimethylamino-2-methyl-2-propenalHCID 5360545SodiumHCID 10942334Sodium MethoxideHCID 16219042Benzamidine HCl hydrate

生成物 1

HCID 8174325-Methyl-2-phenylpyrimidine

試薬・触媒・溶媒 1

HCID 887Methanol溶媒3 回

実験手順

A solution of sodium methoxide in methanol is generated by dissolving sodium metal (0.89 g, 30.0 mmol) in dry methanol (25 mL). This solution is added via an addition funnel to a solution of benzamidine hydrochloride hydrate (2.35 g, 15.0 mmol) and 3-dimethyl-amino-2-methylpropenal (1.16 g, 10.2 mmol) in dry methanol (50 mL) at room temperature. The reaction mixture is refluxed for 4 hours, then cooled at room temperature. The mixture is concentrated in vacuo and the residue partitioned between dichloromethane (50 mL) and water (50 mL). The aqueous layer is extracted with dichloromethane (50 mL) and the combined organic layers are dried over magnesium sulfate. Filtration and concentration in vacuo gives 5-methyl-2-phenyl-pyrimidine as a yellow solid.

後処理

  1. temperatureThe reaction mixture is refluxed for 4 hours
  2. concentrationThe mixture is concentrated in vacuo
  3. customthe residue partitioned between dichloromethane (50 mL) and water (50 mL)
  4. extractionThe aqueous layer is extracted with dichloromethane (50 mL)
  5. dry with materialthe combined organic layers are dried over magnesium sulfate
  6. filtrationFiltration and concentration in vacuo

出典と根拠

ORDレコード
ord-5c3e7f69d2a94100960d490963f4ad4d
出典データセット
uspto-grants-1999_11
特許番号
US05977075

反応ノート

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