Pyridine → 3-Methyl-7-(4-pyridinyl)-1,2,4-triazolo[4,3-a]pyridine

HRID 465123노트

반응식

HRID 465123 반응식
Cl[C:2]1[CH:7]=[C:6]([C:8]2[CH:13]=[CH:12][N:11]=[CH:10][CH:9]=2)[CH:5]=[CH:4][N:3]=1.[NH2:14]N.[N:16]1C=CC=[CH:18][CH:17]=1>>[CH3:18][C:17]1[N:3]2[CH:4]=[CH:5][C:6]([C:8]3[CH:13]=[CH:12][N:11]=[CH:10][CH:9]=3)=[CH:7][C:2]2=[N:14][N:16]=1

참가 물질

4

반응물 3

HCID 1049PyridineHCID 9321HydrazineHCID 135337182-Chloro-4,4'-bipyridine

생성물 1

HCID 135337093-Methyl-7-(4-pyridinyl)-1,2,4-triazolo[4,3-a]pyridine

실험 절차

A mixture of 1.3 g of 2-chloro-4,4'-bipyridine and 6.5 ml of anhydrous hydrazine in 40 ml of dry pyridine was refluxed for 24 hours under argon and then concentrated. The residue was dissolved in methylene chloride, treated with activated carbon and the solvent was removed giving an oil which was crystallized from ether-hexane-methylene chloride. A 1.3 g portion of these crystals of 2-hydrazino-4,4'-bipyridine was combined with 50 ml of triethyl orthoacetate and heated on a steam bath for 1 hour. After standing overnight, hexane was added and after further standing, crystals separated. These crystals were collected and recrystallized from acetonehexane, giving the desired product as off-white crystals, mp 223°-226° C.

후처리

  1. temperaturewas refluxed for 24 hours under argon
  2. concentrationconcentrated
  3. dissolutionThe residue was dissolved in methylene chloride
  4. additiontreated with activated carbon
  5. customthe solvent was removed
  6. customgiving an oil which
  7. customwas crystallized from ether-hexane-methylene chloride
  8. temperatureheated on a steam bath for 1 hour
  9. additionhexane was added
  10. customafter further standing, crystals separated
  11. customThese crystals were collected
  12. customrecrystallized from acetonehexane

출처 및 근거

ORD 기록
ord-5bb38da4103048f19a791597e96dafd5
출처 데이터셋
uspto-grants-1985_10
특허 번호
US04550166

반응 노트

불러오는 중…