Acetonitrile → N-(Triphenylmethyl)piperazine-2,3-dione

HRID 1252613

반응식

HRID 1252613 반응식
[NH:1]1[CH2:6][CH2:5][NH:4][C:3](=[O:7])[C:2]1=[O:8].C[Si](C([Si](C)(C)C)C(N)=O)(C)C.C(#N)C.[C:24]1([C:30](Cl)([C:37]2[CH:42]=[CH:41][CH:40]=[CH:39][CH:38]=2)[C:31]2[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=2)[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1>O>[C:24]1([C:30]([C:31]2[CH:32]=[CH:33][CH:34]=[CH:35][CH:36]=2)([C:37]2[CH:38]=[CH:39][CH:40]=[CH:41][CH:42]=2)[N:1]2[CH2:6][CH2:5][NH:4][C:3](=[O:7])[C:2]2=[O:8])[CH:25]=[CH:26][CH:27]=[CH:28][CH:29]=1

참가 물질

6

반응물 4

HCID 6342AcetonitrileHCID 6456Trityl chlorideHCID 727612,3-PiperazinedioneHCID 11708267Bistrimethylsilylacetamid

생성물 1

HCID 14182487N-(Triphenylmethyl)piperazine-2,3-dione수율 89.4%

시약·촉매·용매 1

HCID 962Water용매

실험 절차

A mixture of 2,3-piperazinedione (11.4 g, 100 mmol), bistrimethylsilylacetamide (55.7 g, 270 mmol) and 150 ml of acetonitrile was heated under reflux for one hour. Within 30 minutes, triphenylmethylchloride (22.2 g, 80 mmol) was added dropwise and the mixture was again refluxed for two hours. After stirring overnight at room temperature, 21.6 ml of water was added to the clear solution. The resulting precipitate (3.13 g) was filtered off and the filtrate concentrated in vacuo. The residue was triturated with water and dried to yield 25.5 g of crude title compound which was recrystallized from ethanol. Yield of pure product: 12.19 g, melting point 230°-235° C.

후처리

  1. temperaturewas heated
  2. temperatureunder reflux for one hour
  3. temperaturethe mixture was again refluxed for two hours
  4. filtrationThe resulting precipitate (3.13 g) was filtered off
  5. concentrationthe filtrate concentrated in vacuo
  6. customThe residue was triturated with water
  7. customdried

출처 및 근거

ORD 기록
ord-8cf77d2a956840f18aa254d0f1397d22
출처 데이터셋
uspto-grants-1988_05
특허 번호
US04743685

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