Phosphorus pentachloride → HCID 68296440、化合物

HRID 631885ノート

反応式

HRID 631885 の反応式
P(Cl)(Cl)(Cl)(Cl)Cl.[CH2:7]([NH:14][C:15](=O)[C:16]1[C:21]([N+:22]([O-:24])=[O:23])=[CH:20][CH:19]=[CH:18][C:17]=1[CH3:25])[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1.[N:27]([Si](C)(C)C)=[N+:28]=[N-:29].C(=O)(O)[O-].[Na+]>C(Cl)Cl.O>[CH2:7]([N:14]1[C:15]([C:16]2[C:21]([N+:22]([O-:24])=[O:23])=[CH:20][CH:19]=[CH:18][C:17]=2[CH3:25])=[N:29][N:28]=[N:27]1)[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1

参加物

7

反応物 4

HCID 24819Phosphorus pentachlorideHCID 78378AzidotrimethylsilaneHCID 516892Sodium BicarbonateHCID 19805433N-benzyl-2-methyl-6-nitrobenzamide2 回

生成物 1

HCID 68296440HCID 68296440、化合物収率 71.2%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6344Dichloromethane溶媒2 回

実験手順

Phosphorous pentachloride (0.42 g, 2 mmol) was added to a solution of N-benzyl-2-methyl-6-nitrobenzamide (Intermediate 19, 0.54 g) in DCM (10 mL). The mixture was stirred under nitrogen for 30 minutes and then azidotrimethylsilane (0.48 g) was added and the mixture was stirred for a further 72 hours. The mixture was diluted with DCM (50 mL) and water (50 mL). Solid sodium bicarbonate was then added to the mixture until there was no further gaseous evolution. The organic solution was washed with saturated aqueous sodium bicarbonate, then with 1N hydrochloric acid, dried with magnesium sulfate and filtered. The solvent was evaporated to give an orange solid which was recrystallised from ethyl acetate to give the title compound as a white solid (0.42 g).

後処理

  1. stirringthe mixture was stirred for a further 72 hours
  2. washThe organic solution was washed with saturated aqueous sodium bicarbonate
  3. dry with materialwith 1N hydrochloric acid, dried with magnesium sulfate
  4. filtrationfiltered
  5. customThe solvent was evaporated
  6. customto give an orange solid which
  7. customwas recrystallised from ethyl acetate

出典と根拠

ORDレコード
ord-faea5264efeb4494b351e920943d9dba
出典データセット
uspto-grants-2016_04
特許番号
US09321740B2

反応ノート

読み込み中…