Allyl chloride → 1,3-Diallyl-5,5-dimethylhydantoin

HRID 372581

反応式

HRID 372581 の反応式
[H-].[Na+].[CH2:3]([N:6]1[C:10](=[O:11])[C:9]([CH3:13])([CH3:12])[NH:8][C:7]1=[O:14])[CH:4]=[CH2:5].[H][H].[CH2:17](Cl)[CH:18]=[CH2:19]>O.CN(C=O)C>[CH2:19]([N:8]1[C:9]([CH3:13])([CH3:12])[C:10](=[O:11])[N:6]([CH2:3][CH:4]=[CH2:5])[C:7]1=[O:14])[CH:18]=[CH2:17]

参加物

7

反応物 4

HCID 7850Allyl chlorideHCID 24758Sodium hydrideHCID 5976963-Allyl-5,5-dimethylhydantoinHCID 178418361HCID 178418361、化合物

生成物 1

HCID 9200291,3-Diallyl-5,5-dimethylhydantoin

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6228Dimethylformamide溶媒

実験手順

To a slurry of 4.8 grams (0.1 mole) of a 50% sodium hydride mineral oil dispersion in 35 ml. of DMF was added portionwise with stirring 17.6 grams (0.105 mole) of 3-allyl-5,5-dimethylhydantoin. Hydrogen was evolved in this exothermic reaction. The reaction mixture was heated and stirred at 55°-60° C for 1 hour till the gas evolution ceased and a clear solution resulted. To the solution was added dropwise with stirring over a 10-minute period keeping the temperature below 80° C 9.3 grams (0.12 mole) of allyl chloride. The reaction mixture was then heated at 55°-60° C for 1.5 hours. Following cooling to room temperature, the reaction mixture was poured into 100 ml of water. An oily product was formed which was extracted using benzene and purified by vacuum distillation. The above named product was obtained in a yield of 14.15 grams (68%) boiling at 89°-92° C/0.1 mm. (Compound 3).

後処理

  1. temperatureThe reaction mixture was heated
  2. customa clear solution resulted
  3. additionTo the solution was added dropwise
  4. stirringwith stirring over a 10-minute period
  5. temperatureThe reaction mixture was then heated at 55°-60° C for 1.5 hours
  6. customAn oily product was formed which
  7. extractionwas extracted
  8. distillationpurified by vacuum distillation
  9. customwas obtained in a yield of 14.15 grams (68%) boiling at 89°-92° C/0.1 mm

出典と根拠

ORDレコード
ord-f58c65a84e1041e9be7dab845efab889
出典データセット
uspto-grants-1978_05
特許番号
US04091223

関連ノート

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