Water → 2-Hexadecylamino-5-nitropyridine

HRID 1074123노트

반응식

HRID 1074123 반응식
Cl[C:2]1[CH:7]=[CH:6][C:5]([N+:8]([O-:10])=[O:9])=[CH:4][N:3]=1.[CH2:11]([NH2:27])[CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH3:26].C([O-])(O)=O.[Na+].O>C(Cl)(Cl)Cl.CN(C=O)C>[CH2:11]([NH:27][C:2]1[CH:7]=[CH:6][C:5]([N+:8]([O-:10])=[O:9])=[CH:4][N:3]=1)[CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH3:26]

참가 물질

6

반응물 4

HCID 962WaterHCID 8926HexadecylamineHCID 783082-Chloro-5-nitropyridineHCID 516892Sodium Bicarbonate

생성물 1

HCID 221557642-Hexadecylamino-5-nitropyridine

시약·촉매·용매 1

HCID 21754633chloroform N,N-dimethylformamide용매

반응 조건

온도
100 °C

실험 절차

0.5 g (3.2 mmol) of 2-chloro-5-nitropyridine (Fluka, purum), 0.76 g (3.2 mmol) of hexadecylamine (Merck-Schuchard, for synthesis) and 1 g of NaHCO3 are weighed out and suspended in 10 ml of CHCl3 /DMF 1:1 (puriss., for analysis). The suspension is heated to 100° C. (bath temperature) and stirred for 4 hours at this temperature. When the reaction mixture has cooled, water is added and extraction is carried out with diethyl ether. The organic phase is extracted twice with water and dried over Na2SO4. After evaporation of the solvent, the residue is chromatographed on 50 times the amount of silica gel (eluent=hexane/ether 95:5). The slightly yellowish product fraction is concentrated and 1 is recrystallized again from hexane/ether.

후처리

  1. temperatureWhen the reaction mixture has cooled
  2. extractionextraction
  3. extractionThe organic phase is extracted twice with water
  4. dry with materialdried over Na2SO4
  5. customAfter evaporation of the solvent
  6. customthe residue is chromatographed on 50 times the amount of silica gel (eluent=hexane/ether 95:5)
  7. concentrationThe slightly yellowish product fraction is concentrated
  8. custom1 is recrystallized again from hexane/ether

출처 및 근거

ORD 기록
ord-c314f438f6134fd9930e87a1cbeaee9e
출처 데이터셋
uspto-grants-1990_11
특허 번호
US04973429

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