Sulfuric Acid → 1,2,4-Triazolo(4,3-a)pyridin-3(2H)-one

HRID 126777

반응식

HRID 126777 반응식
Cl[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][N:3]=1.Cl.[NH2:9][NH:10][C:11](N)=[O:12].C(OCCO)C.S(=O)(=O)(O)O>O>[N:9]1[NH:10][C:11](=[O:12])[N:3]2[CH:4]=[CH:5][CH:6]=[CH:7][C:2]=12

참가 물질

6

반응물 4

HCID 1118Sulfuric AcidHCID 79772-ChloropyridineHCID 8076Glycol monoethyl ether2회HCID 11236Semicarbazide hydrochloride

생성물 1

HCID 814311,2,4-Triazolo(4,3-a)pyridin-3(2H)-one수율 59%

시약·촉매·용매 1

HCID 962Water용매

실험 절차

A mixture of 50 g. (0.44 mole) of 2-chloropyridine and 98.22 g. (0.88 mole) of semicarbazide hydrochloride in 150 ml. of 2-ethoxyethanol was heated to reflux and then treated with a solution of 1 ml. of concentrated sulfuric acid (36 N) in 5 ml. of 2-ethoxyethanol. The resulting solution was refluxed for 18 hr., cooled to about 60°, and treated with 150 ml. of water. The mixture was stirred, cooled to 0°, and kept 0.5 hr. and the solid was collected on a filter. The solid was washed well with water and dried under reduced pressure, to give 35.0 g (59%) of product, m.p. 230°-231°, which was sufficiently pure to be used for the next step.

후처리

  1. additionA mixture of 50 g
  2. temperatureto reflux
  3. additiontreated with a solution of 1 ml
  4. temperatureThe resulting solution was refluxed for 18 hr
  5. temperature, cooled to about 60°
  6. additiontreated with 150 ml
  7. temperaturecooled to 0°
  8. customand the solid was collected on a filter
  9. washThe solid was washed well with water
  10. customdried under reduced pressure

출처 및 근거

ORD 기록
ord-3d13aa21801e4a6d9fde56452d9bf418
출처 데이터셋
uspto-grants-1981_03
특허 번호
US04254124

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