Toluene → N-(Piperidinocarbonyl)nicotinamide

HRID 1414075노트

반응식

HRID 1414075 반응식
C1([N:7]([C:19]2[CH:24]=[CH:23][CH:22]=[CH:21]C=2)[C:8]([NH:10][C:11](=[O:18])[C:12]2[CH:17]=[CH:16][CH:15]=[N:14][CH:13]=2)=[O:9])C=CC=CC=1.C1(C)C=CC=CC=1.N1CCCCC1.Cl.C(OCC)(=O)C>CCOCC.CCCCCC.C(O)(=O)C>[N:7]1([C:8]([NH:10][C:11](=[O:18])[C:12]2[CH:17]=[CH:16][CH:15]=[N:14][CH:13]=2)=[O:9])[CH2:19][CH2:24][CH2:23][CH2:22][CH2:21]1

참가 물질

8

반응물 4

HCID 1140TolueneHCID 8082PiperidineHCID 20289915N-(diphenylaminocarbonyl)nicotinamideHCID 21866389Hydrogen chloride-ethyl acetate

생성물 1

HCID 20289918N-(Piperidinocarbonyl)nicotinamide

시약·촉매·용매 3

HCID 176Acetic Acid용매HCID 3283Diethyl Ether용매HCID 8058Hexane용매

실험 절차

A mixture of N-(diphenylaminocarbonyl)nicotinamide (1.6 g., 0.005 mole), toluene (50 ml.), piperidine (1.28 g., 0.015 mole) and glacial acetic acid (0.86 ml.) is heated and stirred at 95°-97° C. for one hour. The mixture is cooled to room temperature and extracted with 1 N sodium hydroxide (50 ml.). The extract is acidified with glacial acetic acid and the oil which separates extracted with ethyl acetate. Evaporation of the extract under reduced pressure gives 1.9 g. of oil. The oil is taken up in ether (20 ml.), the solution made acid with ethyl acetate-HCl and then diluted with an equal volume of hexane to precipitate a gum. Trituration of the gum with acetone (10 ml.) affords the crystalline product; m.p. 162°-164° C.

후처리

  1. temperatureis heated
  2. extractionextracted with 1 N sodium hydroxide (50 ml.)
  3. extractionthe oil which separates extracted with ethyl acetate
  4. customEvaporation of the
  5. extractionextract under reduced pressure
  6. customgives 1.9 g
  7. customto precipitate a gum
  8. customTrituration of the gum with acetone (10 ml.) affords the crystalline product

출처 및 근거

ORD 기록
ord-52efd306c58e4876bf2ecfa00a3fadb6
출처 데이터셋
uspto-grants-1981_02
특허 번호
US04252957

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