Methane → HCID 178456120、化合物

HRID 505421ノート

反応式

HRID 505421 の反応式
[NH2:1][C:2]1[C:7]([NH2:8])=[CH:6][CH:5]=[CH:4][N:3]=1.[Cl:9][CH:10]([CH3:13])[C:11]#N.C>O>[Cl:9][CH:10]([C:13]1[NH:1][C:2]2=[N:3][CH:4]=[CH:5][CH:6]=[C:7]2[N:8]=1)[CH3:11]

参加物

5

反応物 3

HCID 297MethaneHCID 99562,3-DiaminopyridineHCID 5192252-Chloropropionitrile

生成物 1

HCID 178456120HCID 178456120、化合物

試薬・触媒・溶媒 1

HCID 962Water溶媒

反応条件

温度
80 °C

実験手順

5.2 g of 2,3-diaminopyridine in 209 g of polyphosphoric acid are heated at 120° C. for 0.5 h. The solution is cooled to 80° C. and 4.6 ml of 2-chloropropionitrile are added. Thereafter, the reaction mixture is heated to 180° C. for 2.5 h. After cooling, the polyphosphoric acid is hydrolysed with 150 ml of water. After reheating to 90° C., charcoal is added under vigorous stirring. Subsequently, the suspension is filtered through a celite pad while still hot (70° C.). The filter cake is rinsed with 100 ml of water and the pH value of the filtrate is adjusted to pH 4 using 9 M aqueous sodium hydroxide solution. The mixture is extracted twice each with 250 ml of ethyl acetate, the combined organic phases are dried using sodium sulfate, concentrated and lyophilized from ethanol/water to give 3.56 g of the title compound as a light brown, amorphous solid. MS: 182.2/184.2 (MH+, 100%/32%). M.p. 132° C. TLC: Rf=0.60 (dichloromethane/methanol 8:1).

後処理

  1. temperatureThereafter, the reaction mixture is heated to 180° C. for 2.5 h
  2. temperatureAfter cooling
  3. customAfter reheating to 90° C.
  4. filtrationSubsequently, the suspension is filtered through a celite pad while still hot (70° C.)
  5. washThe filter cake is rinsed with 100 ml of water
  6. extractionThe mixture is extracted twice each with 250 ml of ethyl acetate
  7. customthe combined organic phases are dried
  8. concentrationconcentrated

出典と根拠

ORDレコード
ord-d383a87ff5db42a38f3c7b3e8f950ddc
出典データセット
uspto-grants-2010_08
特許番号
US07781453B2

反応ノート

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