Methyl iodide → HCID 4028144、化合物

HRID 568338ノート

反応式

HRID 568338 の反応式
[CH3:1][C:2]1[NH:7][C:6](=[S:8])[NH:5][CH:4]([C:9]2[CH:14]=[CH:13][CH:12]=[C:11]([N+:15]([O-:17])=[O:16])[CH:10]=2)[C:3]=1[C:18]([O:20][CH2:21][CH3:22])=[O:19].[C:23](=O)([O-])[O-].[K+].[K+].CI>CC(C)=O.C(OCC)(=O)C>[CH3:1][C:2]1[NH:7][C:6]([S:8][CH3:23])=[N:5][CH:4]([C:9]2[CH:14]=[CH:13][CH:12]=[C:11]([N+:15]([O-:17])=[O:16])[CH:10]=2)[C:3]=1[C:18]([O:20][CH2:21][CH3:22])=[O:19]

参加物

6

反応物 3

HCID 6328Methyl iodideHCID 11430Potassium CarbonateHCID 2787683ethyl 6-methyl-4-(3-nitrophenyl)-2-thioxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate

生成物 1

HCID 4028144HCID 4028144、化合物

試薬・触媒・溶媒 2

HCID 180Acetone溶媒HCID 8857Ethyl Acetate溶媒

実験手順

A suspension of 1,2,3,4-tetrahydro-6-methyl-4-(3-nitrophenyl)-2-thioxo-5-pyrimidinecarboxylic acid, ethyl ester (1.0 g., 3.1 mmole) in dry acetone (10 ml.) is treated with finely ground potassium carbonate (1.0 g.) and methyl iodide (220 μl., 3.5 mmole). The reaction flask is tightly stoppered and the suspension is allowed to stir at room temperature overnight. It is then diluted with ethyl acetate and the white solid is filtered off. The filtrate is washed with water and brine. After drying over anhydrous magnesium sulfate, the solvent is stripped off to give a light yellow foam. Crystallization from etherhexane provides 820 mg. of off-white crystalline product. This material is combined with that from another run (200 mg.) and triturated with hexane to give an analytically pure sample of 1,4-dihydro-6-methyl-2-(methylthio)-4-(3-nitrophenyl)-5-pyrimidinecarboxylic acid, ethyl ester; m.p. 91.5°-93°. TLC (silica gel; ethyl acetate: hexane, 40:60) Rf =0.36.

後処理

  1. filtrationthe white solid is filtered off
  2. washThe filtrate is washed with water and brine
  3. dry with materialAfter drying over anhydrous magnesium sulfate
  4. customto give a light yellow foam
  5. customCrystallization from etherhexane
  6. customprovides 820 mg
  7. customtriturated with hexane

出典と根拠

ORDレコード
ord-372af9f2f9e64c33bb6282a169f18909
出典データセット
uspto-grants-1988_03
特許番号
US04728652

反応ノート

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