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

HRID 577393
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HRID 577393 반응식
[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
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 3

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

생성물 1

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

시약·촉매·용매 2

HCID 887Methanol용매3회HCID 962Water용매

실험 절차

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%).

후처리

  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

출처 및 근거

ORD 기록
ord-834b7b4417d94d2a9392c631174c02fd
출처 데이터셋
uspto-grants-2015_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09040549B2

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