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

HRID 1042340노트

반응식

HRID 1042340 반응식
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

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-6ae5e7cedafb4a5d9f9efd7e5a21f2fd
출처 데이터셋
uspto-grants-2013_10
특허 번호
US08557849B2

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