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

HRID 905220ノート

反応式

HRID 905220 の反応式
[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

参加物

4

反応物 2

HCID 7509Benzyl mercaptanHCID 6066655-Bromo-2-chloropyrimidine

生成物 1

HCID 204757122-(Benzylthio)-5-bromopyrimidine収率 81%

試薬・触媒・溶媒 1

HCID 2723922Sodium ethoxide溶媒

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-f5eec3961e484c66a0c6179918ee6957
出典データセット
uspto-grants-1983_12
特許番号
US04423047

反応ノート

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