alpha,4-Dichloroanisole → 2-(4-Chlorophenoxymethyl)thio-5-chloropyrimidine

HRID 905214

반응식

HRID 905214 반응식
[Cl:1][C:2]1[CH:10]=[CH:9][C:5]([O:6][CH2:7]Cl)=[CH:4][CH:3]=1.[K].[Cl:12][C:13]1[CH:14]=[N:15][C:16](=[S:19])[NH:17][CH:18]=1>COCCOC>[Cl:1][C:2]1[CH:10]=[CH:9][C:5]([O:6][CH2:7][S:19][C:16]2[N:17]=[CH:18][C:13]([Cl:12])=[CH:14][N:15]=2)=[CH:4][CH:3]=1

참가 물질

5

반응물 3

HCID 88801alpha,4-DichloroanisoleHCID 5462222PotassiumHCID 71403455-Chloro-2(1H)-pyrimidinethione

생성물 1

HCID 204757412-(4-Chlorophenoxymethyl)thio-5-chloropyrimidine수율 70%

시약·촉매·용매 1

HCID 80711,2-Dimethoxyethane용매

실험 절차

A mixture of p-chlorophenoxymethyl chloride (6 mmol) and the potassium salt of 5-chloropyrimidine-2-thione (5 mmol) in 1,2-dimethoxyethane (25 ml) was stirred at room temperature for 10 h, the solvent distilled off at reduced pressure, the residue extracted with chloroform (70 ml), the chloroform (70 ml), the chloroform solution washed with 1 M NaOH (2×10 ml) and water (10 ml), and the dried (MgSO4) solution evaporated. The residual sulfide was recrystallized from iPrOH; yield 70%, m.p. 120° C. 1H NMR (DMSO-d6): δ5.90 (SCH2), 6.98 and 7.31 (Ph), 8.78 (H-4, H-6).

후처리

  1. distillationthe solvent distilled off at reduced pressure
  2. extractionthe residue extracted with chloroform (70 ml)
  3. washthe chloroform (70 ml), the chloroform solution washed with 1 M NaOH (2×10 ml) and water (10 ml)
  4. dry with materialthe dried (MgSO4) solution
  5. customevaporated
  6. customThe residual sulfide was recrystallized from iPrOH

출처 및 근거

ORD 기록
ord-6850c6687dd74eae85231a8410eefbdd
출처 데이터셋
uspto-grants-1983_12
특허 번호
US04423047

연결된 노트

불러오는 중…