Pyridine → 1-(p-Fluorocinnamamido)hydantoin

HRID 1579206노트

반응식

HRID 1579206 반응식
[F:1][C:2]1[CH:12]=[CH:11][C:5]([CH:6]=[CH:7][C:8]([OH:10])=O)=[CH:4][CH:3]=1.Cl.[NH2:14][N:15]1[CH2:21][C:19](=[O:20])[NH:18][C:16]1=[O:17].N1C=CC=CC=1>O=S(Cl)Cl>[F:1][C:2]1[CH:3]=[CH:4][C:5]([CH:6]=[CH:7][C:8]([NH:14][N:15]2[CH2:21][C:19](=[O:20])[NH:18][C:16]2=[O:17])=[O:10])=[CH:11][CH:12]=1

참가 물질

5

반응물 3

HCID 1049PyridineHCID 980703-(4-Fluorophenyl)-2-propenoic acidHCID 124729631-Aminohydantoin hydrochloride

생성물 1

HCID 681389071-(p-Fluorocinnamamido)hydantoin

시약·촉매·용매 1

HCID 24386Thionyl Chloride용매

실험 절차

A mixture of p-fluorocinnamic acid (36 g, 0.22 mole) in SOCl2 (75 ml) was heated under reflux with stirring for 1 hour. The excess SOCl2 was removed in vacuo and the residue fluxhed with benzene. To the resulting acid chloride was added 1-aminohydantoin hydrochloride (39 g, 0.26 mole) and 250 ml of pyridine and the resulting reaction mixture was heated on the steam bath for 3 hours. The mixture was poured onto HCl/ice and the product allowed to crystallize.

후처리

  1. temperaturewas heated
  2. temperatureunder reflux
  3. customThe excess SOCl2 was removed in vacuo
  4. customthe resulting reaction mixture
  5. temperaturewas heated on the steam bath for 3 hours
  6. additionThe mixture was poured onto HCl/ice
  7. customto crystallize

출처 및 근거

ORD 기록
ord-c6be25ffe98b4042b5c8d32fc2e25b02
출처 데이터셋
uspto-grants-1976_01
특허 번호
US03931168

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