Pyridine → 1-(p-Fluorocinnamamido)hydantoin

HRID 1579206

反応式

HRID 1579206 の反応式
[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

参加物

5

反応物 3

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

生成物 1

HCID 681389071-(p-Fluorocinnamamido)hydantoin

試薬・触媒・溶媒 1

HCID 24386Thionyl Chloride溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-c6be25ffe98b4042b5c8d32fc2e25b02
出典データセット
uspto-grants-1976_01
特許番号
US03931168

関連ノート

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