5-Chloropyrimidin-2-ol hydrochloride → 1-(3-Trifluoromethylphenoxy)methyl-5-chloropyrimidin-2-one

HRID 247079

反応式

HRID 247079 の反応式
Cl[CH2:2][O:3][C:4]1[CH:9]=[CH:8][CH:7]=[C:6]([C:10]([F:13])([F:12])[F:11])[CH:5]=1.Cl.[Cl:15][C:16]1[CH:17]=[N:18][C:19](=[O:22])[NH:20][CH:21]=1>ClCCl>[F:11][C:10]([F:13])([F:12])[C:6]1[CH:5]=[C:4]([CH:9]=[CH:8][CH:7]=1)[O:3][CH2:2][N:20]1[CH:21]=[C:16]([Cl:15])[CH:17]=[N:18][C:19]1=[O:22]

参加物

4

反応物 2

HCID 126485235-Chloropyrimidin-2-ol hydrochlorideHCID 13097733HCID 13097733、化合物

生成物 1

HCID 201613321-(3-Trifluoromethylphenoxy)methyl-5-chloropyrimidin-2-one

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

実験手順

A solution of 1-chloromethoxy-3-trifluoromethylbenzene [see Preparation 4] (7 mmol) in dichloromethane (10 ml) was added to a solution of 5-chloropyrimidin-2-one hydrochloride (70 mmol) in dichloromethane (30 ml) and the mixture stirred at room temperature for 18 h. The solvent was then distilled off, the mixture triturated with water, the residual solid extracted with chloroform and the dried (MgSO4) chloroform solution evaporated; yield 1.88 g (94%). The product was a mixture of the N- and O-isomer in the ratio 3:1. The isomers were separated by the difference in their solutilities in tetrachloromethane, the O-isomer being the more solunble. The title compound, the N-isomer was isolated in a non-crystalline form. 1H NMR (CDCl3) δ 5.82 (CH2), 7.1-7.3 (Ph), 7.85 (H-4, J4,6 3 Hz), 8.45 (H-6).

後処理

  1. distillationThe solvent was then distilled off
  2. customthe mixture triturated with water
  3. extractionthe residual solid extracted with chloroform
  4. dry with materialthe dried (MgSO4) chloroform solution
  5. customevaporated
  6. additiona mixture of the N-
  7. customThe isomers were separated by the difference in their solutilities in tetrachloromethane

出典と根拠

ORDレコード
ord-acd16891f1fb47a29c8eca7ba124ff40
出典データセット
uspto-grants-1987_11
特許番号
US04705791

関連ノート

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