6-Bromo-4-nitropyridine-2-carboxamide → 6-Bromo-4-(4-nitrophenylsulphanyl)-pyridine-2-carboxamide

HRID 1603629노트

반응식

HRID 1603629 반응식
[Br:1][C:2]1[N:7]=[C:6]([C:8]([NH2:10])=[O:9])[CH:5]=[C:4]([N+]([O-])=O)[CH:3]=1.[K].[N+:15]([C:18]1[CH:23]=[CH:22][C:21]([SH:24])=[CH:20][CH:19]=1)([O-:17])=[O:16]>CN(C)C=O>[Br:1][C:2]1[N:7]=[C:6]([C:8]([NH2:10])=[O:9])[CH:5]=[C:4]([S:24][C:21]2[CH:22]=[CH:23][C:18]([N+:15]([O-:17])=[O:16])=[CH:19][CH:20]=2)[CH:3]=1

참가 물질

4

반응물 2

HCID 196055336-Bromo-4-nitropyridine-2-carboxamideHCID 700026814Nitrothiophenol potassium salt

생성물 1

HCID 196054946-Bromo-4-(4-nitrophenylsulphanyl)-pyridine-2-carboxamide수율 87.5%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

0.25 g (0.001 mol) of 6-bromo-4-nitropyridine-2-carboxamide was dissolved in 5 ml of dimethylformamide, treated with 0.19 g (0.001 mol) of 4-nitrothiophenol potassium salt and stirred at room temperature for 18 hrs. The reaction mixture was partitioned in water and ethyl acetate and the organic phase was washed with water and sat. sodium chloride solution, dried over MgSO4 and concentrated in a vaccum. The residue was chromatographed on silica gel with ethyl acetate/hexane 1:1. There was obtained 0.31 g (86%) of 6-bromo-4-(4-nitrophenylsulphanyl)-pyridine-2-carboxamide as yellowish crystals; m.p.: 192-194° C. (dec.).

후처리

  1. customThe reaction mixture was partitioned in water
  2. washethyl acetate and the organic phase was washed with water and sat. sodium chloride solution
  3. dry with materialdried over MgSO4
  4. concentrationconcentrated in a vaccum
  5. customThe residue was chromatographed on silica gel with ethyl acetate/hexane 1:1

출처 및 근거

ORD 기록
ord-76fa1f9c95374dc0bcaa645581d33804
출처 데이터셋
uspto-grants-1999_11
특허 번호
US05990105

반응 노트

불러오는 중…