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

HRID 1603628노트

반응식

HRID 1603628 반응식
[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

참가 물질

5

반응물 2

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

생성물 1

HCID 196055336-Bromo-4-nitropyridine-2-carboxamide수율 85%

시약·촉매·용매 2

HCID 962Water용매HCID 6228Dimethylformamide용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-212ac70086824335903e90948a08ea31
출처 데이터셋
uspto-grants-1999_11
특허 번호
US05990105

반응 노트

불러오는 중…