Dichloromethane → 3,5-Dibromo-2-chloropyrazine

HRID 57935

반응식

HRID 57935 반응식
[Br:1][C:2]1[C:3](N)=[N:4][CH:5]=[C:6]([Br:8])[N:7]=1.N(OC(C)(C)C)=O.[Cl:17]CCl>[Ti](Cl)(Cl)(Cl)Cl>[Br:1][C:2]1[C:3]([Cl:17])=[N:4][CH:5]=[C:6]([Br:8])[N:7]=1

참가 물질

5

반응물 3

HCID 6344Dichloromethane2회HCID 10906Tert-Butyl nitriteHCID 6200042-Amino-3,5-dibromopyrazine

생성물 1

HCID 533503583,5-Dibromo-2-chloropyrazine

시약·촉매·용매 1

HCID 24193Titanium Tetrachloride촉매

실험 절차

To a solution of 3,5-dibromopyrazin-2-amine (1.00 g, 3.95 mmol) in dichloromethane 6.0 ml at 0° C. was added titanium tetrachloride (1 mol/l) in dichloromethane (3.95 mL, 3.95 mmol) then tert-butyl nitrite (1.05 mL, 7.91 mmol) was added dropwise. The reaction was warmed to RT then 1 more equivalent of TiCL4 was added and stirred for 1 h. The reaction was quenched with water and extracted with DCM. The organic layers was dried with sodium sulfate, filtered, and concentrated in vacuum. The crude product was carried to next step. MS (ESI) m/z: 272.2.

후처리

  1. addition1 more equivalent of TiCL4 was added
  2. customThe reaction was quenched with water
  3. extractionextracted with DCM
  4. dry with materialThe organic layers was dried with sodium sulfate
  5. filtrationfiltered
  6. concentrationconcentrated in vacuum

출처 및 근거

ORD 기록
ord-7aed7c16ee7542eb8f1c3f5607bec920
출처 데이터셋
uspto-grants-2016_09
특허 번호
US09434725B2

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