Dichloromethane → 3,5-Dibromo-2-chloropyrazine

HRID 57935

反応式

HRID 57935 の反応式
[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

参加物

5

反応物 3

HCID 6344Dichloromethane2 回HCID 10906Tert-Butyl nitriteHCID 6200042-Amino-3,5-dibromopyrazine

生成物 1

HCID 533503583,5-Dibromo-2-chloropyrazine

試薬・触媒・溶媒 1

HCID 24193Titanium Tetrachloride触媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-7aed7c16ee7542eb8f1c3f5607bec920
出典データセット
uspto-grants-2016_09
特許番号
US09434725B2

関連ノート

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