Phosphorus pentachloride → HCID 68296440, 화합물

HRID 631885노트

반응식

HRID 631885 반응식
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

참가 물질

7

반응물 4

HCID 24819Phosphorus pentachlorideHCID 78378AzidotrimethylsilaneHCID 516892Sodium BicarbonateHCID 19805433N-benzyl-2-methyl-6-nitrobenzamide2회

생성물 1

HCID 68296440HCID 68296440, 화합물수율 71.2%

시약·촉매·용매 2

HCID 962Water용매HCID 6344Dichloromethane용매2회

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-faea5264efeb4494b351e920943d9dba
출처 데이터셋
uspto-grants-2016_04
특허 번호
US09321740B2

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