Sodium Bicarbonate → 6-bromo-N4-phenylpyridine-3,4-diamine

HRID 1986366ノート

反応式

HRID 1986366 の反応式
[Br:1][C:2]1[CH:7]=[C:6]([NH:8][C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)[C:5]([N+:15]([O-])=O)=[CH:4][N:3]=1.C([O-])(O)=O.[Na+]>C(O)(=O)C.[Fe]>[Br:1][C:2]1[N:3]=[CH:4][C:5]([NH2:15])=[C:6]([NH:8][C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)[CH:7]=1

参加物

5

反応物 2

HCID 516892Sodium BicarbonateHCID 860451242-Bromo-5-nitro-N-phenyl-4-pyridineamine

生成物 1

HCID 860451276-bromo-N4-phenylpyridine-3,4-diamine収率 95%

試薬・触媒・溶媒 2

HCID 23925Iron触媒HCID 176Acetic Acid溶媒

反応条件

温度
75 °C

実験手順

The product from Step 3 (7.42 g, 25.2 mmol) in acetic acid (80 mL) was treated with iron powder (5.65 g, 100.95 mmol) portionwise over 1 h while the temperature was maintained between 70-80° C. The hot reaction mixture was quickly filtered through a pad of celite and washed with methanol. The combined filtrates concentrated to give a dark red residue was treated with NaHCO3 and extracted with ethyl acetate. The organic layers were washed brine, dried over Na2SO4 and concentrated to afford the title compound (6.1 g, 95%). MS (ES+) m/e 264/266 [M+H]+.

後処理

  1. filtrationThe hot reaction mixture was quickly filtered through a pad of celite
  2. washwashed with methanol
  3. concentrationThe combined filtrates concentrated
  4. customto give a dark red residue
  5. extractionextracted with ethyl acetate
  6. washThe organic layers were washed brine
  7. dry with materialdried over Na2SO4
  8. concentrationconcentrated

出典と根拠

ORDレコード
ord-edeb92b462514c8d92159e45c40552d2
出典データセット
uspto-grants-2009_06
特許番号
US07547779B2

反応ノート

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