Ammonium Hydroxide → 6-Bromo-4-nitropyridine-2-carboxamide

HRID 1603628ノート

反応式

HRID 1603628 の反応式
[Br:1][C:2]1[N:7]=[C:6]([C:8](O)=[O:9])[CH:5]=[C:4]([N+:11]([O-:13])=[O:12])[CH:3]=1.[NH4+:14].[OH-]>CN(C)C=O.O>[Br:1][C:2]1[N:7]=[C:6]([C:8]([NH2:14])=[O:9])[CH:5]=[C:4]([N+:11]([O-:13])=[O:12])[CH:3]=1

参加物

5

反応物 2

HCID 14923Ammonium HydroxideHCID 221765006-Bromo-4-nitropicolinic acid

生成物 1

HCID 196055336-Bromo-4-nitropyridine-2-carboxamide収率 85%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6228Dimethylformamide溶媒

実験手順

1.3 g (0.00526 mol) of 6-bromo-4-nitropyridine-2-carboxylic acid were dissolved in 10 ml of dimethylformamide, treated at 5° C. with 0.94 g (0.0058 mol) of 1,1-carbonyldiimidazole and subsequently stirred at room temperature for 3 hrs. Then, 40 ml of 25% NH4OH in water was added thereto and the mixture was stirred at room temperature for 1 hr. The reaction mixture was partitioned in water and dichloromethane and the organic phase was washed with water and sat. sodium chloride solution, dried over MgSO4 and concentrated. The residue was chromatographed on silica gel with ethyl acetate/hexane 1:1. There were obtained 1.1 g (85%) of 6-bromo-4-nitropyridine-2-carboxamide as white crystals; m.p.: 179-180° C.

後処理

  1. stirringthe mixture was stirred at room temperature for 1 hr
  2. customThe reaction mixture was partitioned in water
  3. washdichloromethane and the organic phase was washed with water and sat. sodium chloride solution
  4. dry with materialdried over MgSO4
  5. concentrationconcentrated
  6. customThe residue was chromatographed on silica gel with ethyl acetate/hexane 1:1

出典と根拠

ORDレコード
ord-212ac70086824335903e90948a08ea31
出典データセット
uspto-grants-1999_11
特許番号
US05990105

反応ノート

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