Water → 5-Methyl-2-phenylpyrimidine

HRID 1054107ノート

反応式

HRID 1054107 の反応式
Cl.[C:2]([NH2:10])(=[NH:9])[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.C(O[CH:14]=[C:15]([CH3:18])[CH:16]=O)C.C[O-].[Na+].O>CO>[CH3:18][C:15]1[CH:14]=[N:9][C:2]([C:3]2[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=2)=[N:10][CH:16]=1

参加物

6

反応物 4

HCID 962WaterHCID 80289Benzamidine, hydrochlorideHCID 5591983-Ethoxy-2-methyl-2-propenalHCID 10942334Sodium Methoxide

生成物 1

HCID 8174325-Methyl-2-phenylpyrimidine

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

To a solution of benzamidine hydrochloride (500 mg, 3.19 mmol) and 3-ethoxy-2-methylacrylaldehyde (400 mg, 3.51 mmol) in Methanol (10 mL) was added a NaOMe-solution (30 percent in methanol) dropwise under stirring over 30 minutes. After stirring for 4 hours water (20 mL) was added and mixture was stirred for further 30 minutes at room temperature. After filtration the obtained precipitate was washed with water and dried. White solid. Yield: 220 mg, 41%. 1H NMR (CDCl3, 500 MHz): δH (ppm)=2.34 (s, 3H), 7.44-7.54 (m, 3H), 8.37-8.45 (m, 2H), 8.64 (d, J=0.6 Hz, 2H); 13C NMR (CDCl3, 125 MHz): δC (ppm)=15.7, 128.1, 128.5, 128.8, 130.6, 137.9, 157.6, 162.7; (ESI): m/z=170.97 [M+H]+.

後処理

  1. additionwas added
  2. stirringmixture was stirred for further 30 minutes at room temperature
  3. filtrationAfter filtration the obtained precipitate
  4. washwas washed with water
  5. customdried

出典と根拠

ORDレコード
ord-b6d8ee63f57f4ca5864e97cf3deebbd2
出典データセット
uspto-grants-2016_07
特許番号
US09394290B2

反応ノート

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