Water → 2-Hexadecylamino-5-nitropyridine

HRID 1074123ノート

反応式

HRID 1074123 の反応式
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]

参加物

6

反応物 4

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

生成物 1

HCID 221557642-Hexadecylamino-5-nitropyridine

試薬・触媒・溶媒 1

HCID 21754633chloroform N,N-dimethylformamide溶媒

反応条件

温度
100 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-c314f438f6134fd9930e87a1cbeaee9e
出典データセット
uspto-grants-1990_11
特許番号
US04973429

反応ノート

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