Pyridine → 2-Bromo-4-(1-bromoethyl)-1,3-thiazole

HRID 1042340ノート

反応式

HRID 1042340 の反応式
S(Br)([Br:3])=O.[Br:5][C:6]1[S:7][CH:8]=[C:9]([CH:11](O)[CH3:12])[N:10]=1.N1C=CC=CC=1>C(Cl)Cl>[Br:5][C:6]1[S:7][CH:8]=[C:9]([CH:11]([Br:3])[CH3:12])[N:10]=1

参加物

5

反応物 3

HCID 1049PyridineHCID 68176Thionyl bromideHCID 668613171-(2-Bromothiazol-4-yl)ethan-1-ol

生成物 1

HCID 668607482-Bromo-4-(1-bromoethyl)-1,3-thiazole収率 92.3%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

実験手順

To a stirred solution thionyl bromide (0.787 g, 3.78 mmol, 1.05 eq.) in 20 ml dry DCM, cooled to 5° C., was added dropwise a solution of 1-(2-bromo-1,3-thiazol-4-yl)ethanol (0.75 g, 3.60 mmol, 1 eq.) and pyridine (0.285 g, 3.60 mmol, 1 eq.) in 15 ml dry DCM. On complete addition, the cooling bath was removed, the reaction warmed to room temperature and stirred 1.5 hr. 100 ml of water and 100 ml of DCM were added and stirring allowed for 2 mins. The organic layer was separated, dried of MgSO4 and evaporated to give 2-bromo-4-(1-bromoethyl)-1,3-thiazole (0.9 g, 84% yield) as a yellow viscous oil.

後処理

  1. additionOn complete addition
  2. customthe cooling bath was removed
  3. addition100 ml of water and 100 ml of DCM were added
  4. stirringstirring
  5. waitallowed for 2 mins
  6. customThe organic layer was separated
  7. dry with materialdried of MgSO4
  8. customevaporated

出典と根拠

ORDレコード
ord-6ae5e7cedafb4a5d9f9efd7e5a21f2fd
出典データセット
uspto-grants-2013_10
特許番号
US08557849B2

反応ノート

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