Ethylenediamine → 2-[(4,5-Dihydro-1H-imidazol-2-yl)phenylmethyl]pyridine

HRID 1679773ノート

反応式

HRID 1679773 の反応式
[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[CH:7]([C:14]#[N:15])[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1.[CH2:16](N)[CH2:17][NH2:18].[S]>>[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[CH:7]([C:14]1[NH:18][CH2:17][CH2:16][N:15]=1)[C:8]1[CH:9]=[CH:10][CH:11]=[CH:12][CH:13]=1

参加物

4

反応物 3

HCID 3301EthylenediamineHCID 95510alpha-Phenyl-2-pyridineacetonitrileHCID 5362487Sulfur

生成物 1

HCID 537623412-[(4,5-Dihydro-1H-imidazol-2-yl)phenylmethyl]pyridine

反応条件

温度
125 °C

実験手順

Under a nitrogen atmosphere, carefully reflux (bath temperature of 125° C) a mixture containing 19.4 g. of 2-pyridylbenzyl cyanide, 6.6 g. of ethylene diamine and 0.2 g. of sulphur for 5 hrs. Cool the reaction mixture and under a nitrogen atmosphere dissolve the residue in 300 ml. of benzene, and water wash, dry (over anhydrous potassium carbonate) and filter the benzene solution. Concentrate the filtrate to a small volume whereupon the product crystallizes. Filter the crystals to yield 2-[α-(2-pyridyl) benzyl]-imidazoline, m.p. 134°-136° C. The maleate salt, m.p. 132°-135° C, is prepared from maleic acid and is crystallized from isopropanol.

後処理

  1. additioncontaining 19.4 g
  2. temperatureCool the reaction mixture
  3. dissolutionunder a nitrogen atmosphere dissolve the residue in 300 ml
  4. washof benzene, and water wash
  5. dry with materialdry (over anhydrous potassium carbonate)
  6. filtrationfilter the benzene solution
  7. concentrationConcentrate the filtrate to a small volume whereupon the product
  8. customcrystallizes
  9. filtrationFilter the crystals

出典と根拠

ORDレコード
ord-e531cf7672364b8eb0a2f85db94a49e0
出典データセット
uspto-grants-1978_03
特許番号
US04081544

反応ノート

読み込み中…