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

HRID 372581

반응식

HRID 372581 반응식
[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]

참가 물질

7

반응물 4

HCID 7850Allyl chlorideHCID 24758Sodium hydrideHCID 5976963-Allyl-5,5-dimethylhydantoinHCID 178418361HCID 178418361, 화합물

생성물 1

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

시약·촉매·용매 2

HCID 962Water용매HCID 6228Dimethylformamide용매

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-f58c65a84e1041e9be7dab845efab889
출처 데이터셋
uspto-grants-1978_05
특허 번호
US04091223

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