Benzyl mercaptan → 2-(Benzylthio)-5-bromopyrimidine

HRID 905220노트

반응식

HRID 905220 반응식
[CH2:1]([SH:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.Cl[C:10]1[N:15]=[CH:14][C:13]([Br:16])=[CH:12][N:11]=1>CC[O-].[Na+]>[CH2:1]([S:8][C:10]1[N:15]=[CH:14][C:13]([Br:16])=[CH:12][N:11]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

참가 물질

4

반응물 2

HCID 7509Benzyl mercaptanHCID 6066655-Bromo-2-chloropyrimidine

생성물 1

HCID 204757122-(Benzylthio)-5-bromopyrimidine수율 81%

시약·촉매·용매 1

HCID 2723922Sodium ethoxide용매

실험 절차

Benzyl thiol (22 mmol) was added to 0.146 M ethanolic NaOEt (150 ml) at room temperature followed by 2-chloro-5-bromopyrimidine (20 mmol). The mixture was stirred at room temperature for 70 min, heated under reflux for 40 min, the solvent evaporated off at reduced pressure, the residue extracted with chloroform (100 ml), the chloroform solution washed with 2 M NaOH, and the dried (MgSO4) solution evaporated; yield 81%, m.p. 68°-69° C. (dil. MeOH). 1H NMR (CDCl3): δ4.36 (CH2), 7.26 (Ph), 8.50. (H-4, H-6).

후처리

  1. temperatureheated
  2. temperatureunder reflux for 40 min
  3. customthe solvent evaporated off at reduced pressure
  4. extractionthe residue extracted with chloroform (100 ml)
  5. washthe chloroform solution washed with 2 M NaOH
  6. dry with materialthe dried (MgSO4) solution
  7. customevaporated

출처 및 근거

ORD 기록
ord-f5eec3961e484c66a0c6179918ee6957
출처 데이터셋
uspto-grants-1983_12
특허 번호
US04423047

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