Sodium Chloride → 5-Nitro-1H-indole-2-carboxylic acid propylamide

HRID 450719

반응식

HRID 450719 반응식
[N+:1]([C:4]1[CH:5]=[C:6]2[C:10](=[CH:11][CH:12]=1)[NH:9][C:8]([C:13]([OH:15])=O)=[CH:7]2)([O-:3])=[O:2].[CH2:16]([NH2:19])[CH2:17][CH3:18].[Cl-].[Na+]>CN(C)C=O.O>[CH2:16]([NH:19][C:13]([C:8]1[NH:9][C:10]2[C:6]([CH:7]=1)=[CH:5][C:4]([N+:1]([O-:3])=[O:2])=[CH:12][CH:11]=2)=[O:15])[CH2:17][CH3:18]

참가 물질

6

반응물 3

HCID 5234Sodium ChlorideHCID 7852PropylamineHCID 3512915-Nitroindole-2-carboxylic acid

생성물 1

HCID 670239755-Nitro-1H-indole-2-carboxylic acid propylamide

시약·촉매·용매 2

HCID 962Water용매HCID 6228Dimethylformamide용매

반응 조건

온도
80 °C

실험 절차

To a solution of 5-nitro-1H-indole-2-carboxylic acid (6.95 g, 33.7 mmol) in N,N-dimethylformamide (DMF)/pyridine (1/1, 150 ml) N,N′-carbonyl-diimidazole (5.47 g, 33.71 mmol) was added. The mixture was stirred at 80° C. for 1 h. At 0° C. propylamine (9.96 g, 168.56 mmol) was added. The mixture was stirred at 0° C. for 1 h and then at room temperature for 16 h. The solution was diluted with water (2 I). After addition of sodium chloride the product precipitated. After filtration the residue was washed with water and pentane, and dried in a vacuum oven at 50° C. to give the product as a yellow powder.

후처리

  1. stirringThe mixture was stirred at 0° C. for 1 h
  2. waitat room temperature for 16 h
  3. customprecipitated
  4. filtrationAfter filtration the residue
  5. washwas washed with water and pentane
  6. customdried in a vacuum oven at 50° C.

출처 및 근거

ORD 기록
ord-1e80d39d99c34aa49004d959ce0d27c2
출처 데이터셋
uspto-grants-2013_07
특허 번호
US08486984B2

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