Bromine → 2-Amino-5-bromopyridine-3-carbonitrile

HRID 269041ノート

反応式

HRID 269041 の反応式
[NH2:1][C:2]1[C:7]([C:8]#[N:9])=[CH:6][CH:5]=[CH:4][N:3]=1.[Br:10]Br>C(O)C>[NH2:1][C:2]1[N:3]=[CH:4][C:5]([Br:10])=[CH:6][C:7]=1[C:8]#[N:9]

参加物

4

反応物 2

HCID 24408BromineHCID 8182592-Amino-3-cyanopyridine

生成物 1

HCID 242291992-Amino-5-bromopyridine-3-carbonitrile収率 94.2%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

反応条件

温度
0 °C

実験手順

To a solution of commercially available 2-amino-3-cyanopyridine (15 g, 126 mmol) in ethanol (250 mL) at 0° C. was dropwise added bromine (6.7 mL, 130 mmol) and the mixture was stirred at 0° C. for 2 h, then at 23° C. for 16 h. The solvent was totally evaporated, water (200 mL) was added, then sat. NaHCO3-solution until neutral. Extracted with AcOEt (3×300 mL), the organic layer was dried over Na2SO4, filtered and totally evaporated. The residue was triturated with ether to give the title compound as a light yellow solid (23.5 g, 94%). MS (ISP) 198.1 [(M+H)+], 200.2 [(M+2+H)+].

後処理

  1. customat 0° C.
  2. waitat 23° C. for 16 h
  3. customThe solvent was totally evaporated
  4. additionwater (200 mL) was added
  5. extractionExtracted with AcOEt (3×300 mL)
  6. dry with materialthe organic layer was dried over Na2SO4
  7. filtrationfiltered
  8. customtotally evaporated
  9. customThe residue was triturated with ether

出典と根拠

ORDレコード
ord-6cdb5730d9454969a429772a3e637437
出典データセット
uspto-grants-2008_11
特許番号
US07446113B2

反応ノート

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