Sodium Hydroxide → Methyl 4-(2-chloropyrimidin-4-ylthio)benzoate

HRID 81705

反応式

HRID 81705 の反応式
[OH-].[Na+].[SH:3][C:4]1[CH:13]=[CH:12][C:7]([C:8]([O:10][CH3:11])=[O:9])=[CH:6][CH:5]=1.[Cl:14][C:15]1[N:20]=[C:19](Cl)[CH:18]=[CH:17][N:16]=1>CO.O>[Cl:14][C:15]1[N:20]=[C:19]([S:3][C:4]2[CH:5]=[CH:6][C:7]([C:8]([O:10][CH3:11])=[O:9])=[CH:12][CH:13]=2)[CH:18]=[CH:17][N:16]=1

参加物

6

反応物 3

HCID 14798Sodium HydroxideHCID 775312,4-DichloropyrimidineHCID 237573Methyl 4-sulfanylbenzoate

生成物 1

HCID 86645567Methyl 4-(2-chloropyrimidin-4-ylthio)benzoate収率 97%

試薬・触媒・溶媒 2

HCID 887Methanol溶媒3 回HCID 962Water溶媒

実験手順

To a sodium hydroxide (2.38 g, 59 mmol) solution in methanol (50 mL) and water (5 mL), was added dropwise a solution of methyl 4-mercaptobenzoate (9.00 g, 54 mmol) in methanol (100 mL). The mixture was stirred at room temperature for 1 hour, to this was added methanol solution (100 mL) of 2,4-dichloropyrimidine (8.77 g, 59 mmol) over 5 minutes. The whole was stirred at room temperature for 16 hours. Methanol was removed in vacuo, and the residue was partitioned between ethyl acetate (200 mL) and water (100 mL). The organic layer was separated and dried (Na2SO4). Removal of the solvent in vacuo yielded the product (14.60 g, 97%).

後処理

  1. stirringThe whole was stirred at room temperature for 16 hours
  2. customMethanol was removed in vacuo
  3. customthe residue was partitioned between ethyl acetate (200 mL) and water (100 mL)
  4. customThe organic layer was separated
  5. dry with materialdried (Na2SO4)
  6. customRemoval of the solvent in vacuo

出典と根拠

ORDレコード
ord-83b45eba4ee148e4b7259d52a21eb72b
出典データセット
uspto-grants-2014_09
特許番号
US08846704B2

関連ノート

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