Water → 4-Chloro-6-ethoxy-2-(methylthio)pyrimidine

HRID 1455217

反応式

HRID 1455217 の反応式
[Cl:1][C:2]1[CH:7]=[C:6](Cl)[N:5]=[C:4]([S:9][CH3:10])[N:3]=1.[O-:11][CH2:12][CH3:13].[Na+].O>CN(C=O)C>[Cl:1][C:2]1[CH:7]=[C:6]([O:11][CH2:12][CH3:13])[N:5]=[C:4]([S:9][CH3:10])[N:3]=1

参加物

5

反応物 3

HCID 962WaterHCID 805314,6-Dichloro-2-(methylthio)pyrimidineHCID 2723922Sodium ethoxide

生成物 1

HCID 533855534-Chloro-6-ethoxy-2-(methylthio)pyrimidine収率 100.2%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
70 °C

実験手順

To a solution of 4,6-dichloro-2-methylsulfanylpyrimidine (500 mg, 2.56 mmol) in anhydrous DMF (6 mL) was added sodium ethoxide (174 mg, 2.56 mmol). The reaction mixture was stirred at 70° C. for overnight. The resulting mixture was poured into 30 mL of water and was extracted with diethyl ether (20 mL×3) three times. The ether layer was separated and dried with anhydrous MgSO4 and concentrated in vacuo to give crude product 4-chloro-6-ethoxy-2-methylsulfanylpyrimidine (525 mg). 1H-NMR (CDCl3): δ 6.39 (s, 1 H), 4.43 (q, J=7.1 Hz, 2 H), 2.54 (s, 3 H), 1.38 (t, J=7.1 H, 3 H).

後処理

  1. extractionwas extracted with diethyl ether (20 mL×3) three times
  2. customThe ether layer was separated
  3. dry with materialdried with anhydrous MgSO4
  4. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-3348b65579aa42ecbe78d3c57af15b9a
出典データセット
uspto-grants-2009_01
特許番号
US07482366B2

関連ノート

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