Phosphorus oxychloride → Methyl (4-chloro-6-methyl-2-methylmercapto-5-pyrimidinyl)-acetate

HRID 2400132ノート

反応式

HRID 2400132 の反応式
O[C:2]1[C:7]([CH2:8][C:9]([O:11][CH3:12])=[O:10])=[C:6]([CH3:13])[N:5]=[C:4]([S:14][CH3:15])[N:3]=1.O=P(Cl)(Cl)[Cl:18]>C(N(CC)C1C=CC=CC=1)C>[Cl:18][C:2]1[C:7]([CH2:8][C:9]([O:11][CH3:12])=[O:10])=[C:6]([CH3:13])[N:5]=[C:4]([S:14][CH3:15])[N:3]=1

参加物

4

反応物 2

HCID 24813Phosphorus oxychlorideHCID 178499514HCID 178499514、化合物

生成物 1

HCID 53971641Methyl (4-chloro-6-methyl-2-methylmercapto-5-pyrimidinyl)-acetate収率 72%

試薬・触媒・溶媒 1

HCID 7061N,N-Diethylaniline溶媒

実験手順

Methyl (4-hydroxy-6-methyl-2-methylmercapto-5-pyrimidinyl)-acetate (4.0 g, 17 mmol) is heated in a mixture of phosphoroxychloride (40 ml) and N,N-diethylaniline (5.5 ml) for 2 hours at 100° C. The excess phosphoroxychloride was removed by evaporation under vacuum and the residue poured into ice-water. Extraction with ethyl acetate, drying and filtration over silicagel gives methyl (4-chloro-6-methyl-2-methylmercapto-5-pyrimidinyl)-acetate as a crystalline solid (3.1 g, 72%), having a m.p. of 88° C.

後処理

  1. customThe excess phosphoroxychloride was removed by evaporation under vacuum
  2. additionthe residue poured into ice-water
  3. extractionExtraction with ethyl acetate
  4. customdrying
  5. filtrationfiltration over silicagel

出典と根拠

ORDレコード
ord-823d96c29b60465a9d99c7812b0332a2
出典データセット
uspto-grants-1995_09
特許番号
US05453427

反応ノート

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