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

HRID 1679773노트

반응식

HRID 1679773 반응식
[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

참가 물질

4

반응물 3

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

생성물 1

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

반응 조건

온도
125 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-e531cf7672364b8eb0a2f85db94a49e0
출처 데이터셋
uspto-grants-1978_03
특허 번호
US04081544

반응 노트

불러오는 중…