Ethanol → 5,10-Dihydro-5-[3-pyrrolidino-propionyl]-11H-dibenzo[b,e][1,4]diazepin-11-one

HRID 354789

반응식

HRID 354789 반응식
[CH:1]1[C:11]2[C:10](=[O:12])[NH:9][C:8]3[CH:13]=[CH:14][CH:15]=[CH:16][C:7]=3[NH:6][C:5]=2[CH:4]=[CH:3][CH:2]=1.[C:17](Cl)(=[O:20])[CH:18]=[CH2:19].C(O)C.[NH:25]1[CH2:29][CH2:28][CH2:27][CH2:26]1>C1(C)C=CC=CC=1>[N:25]1([CH2:19][CH2:18][C:17]([N:6]2[C:5]3[CH:4]=[CH:3][CH:2]=[CH:1][C:11]=3[C:10](=[O:12])[NH:9][C:8]3[CH:13]=[CH:14][CH:15]=[CH:16][C:7]2=3)=[O:20])[CH2:29][CH2:28][CH2:27][CH2:26]1

참가 물질

6

반응물 4

HCID 702EthanolHCID 13140Acryloyl chlorideHCID 31268PyrrolidineHCID 2013275,10-Dihydro-11H-dibenzo(b,e)(1,4)diazepin-11-one

생성물 1

HCID 128346835,10-Dihydro-5-[3-pyrrolidino-propionyl]-11H-dibenzo[b,e][1,4]diazepin-11-one

시약·촉매·용매 1

HCID 1140Toluene용매

실험 절차

6.3 gm (0.03 mol) of 5,10-dihydro-11H-dibenzo[b,e][1,4]diazepin-11-one and 3.3 gm (0.036 mol) of acrylic acid chloride were refluxed, while stirring, in 200 ml of toluene for 3 hours. The reaction mixture was then evaporated in vacuo. The dry residue was admixed with 200 ml of ethanol, and 2.5 gm (0.035 mol) of pyrrolidine were added dropwise, while stirring, to the boiling solution. Subsequently, the reaction mixture was heated for 20 minutes, then evaporated in vacuo to about 1/10 of its original volume, and discolored by filtration through activated charcoal/silica gel. The crude product was recrystallized from a little ethyl acetate.

후처리

  1. customThe reaction mixture was then evaporated in vacuo
  2. additionwere added dropwise
  3. temperatureSubsequently, the reaction mixture was heated for 20 minutes
  4. customevaporated in vacuo to about 1/10 of its original volume
  5. filtrationdiscolored by filtration through activated charcoal/silica gel
  6. customThe crude product was recrystallized from a little ethyl acetate

출처 및 근거

ORD 기록
ord-993854165d8f4ec4a76a748cfa519fad
출처 데이터셋
uspto-grants-1983_03
특허 번호
US04377576

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