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

HRID 1252613

反応式

HRID 1252613 の反応式
[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

参加物

6

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-8cf77d2a956840f18aa254d0f1397d22
出典データセット
uspto-grants-1988_05
特許番号
US04743685

関連ノート

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