2-Chloro-5-(4-nitrobenzoyl)-6,11-dihydro-5H-dibenz[b,e]azepine → 2-Chloro-5-(4-aminobenzoyl)-6,11-dihydro-5H-dibenz[b,e]azepine

HRID 962512노트

반응식

HRID 962512 반응식
[Cl:1][C:2]1[CH:27]=[CH:26][C:5]2[N:6]([C:15](=[O:25])[C:16]3[CH:21]=[CH:20][C:19]([N+:22]([O-])=O)=[CH:18][CH:17]=3)[CH2:7][C:8]3[CH:14]=[CH:13][CH:12]=[CH:11][C:9]=3[CH2:10][C:4]=2[CH:3]=1.[H][H]>C(OCC)(=O)C.C(O)C.[Pd]>[Cl:1][C:2]1[CH:27]=[CH:26][C:5]2[N:6]([C:15](=[O:25])[C:16]3[CH:21]=[CH:20][C:19]([NH2:22])=[CH:18][CH:17]=3)[CH2:7][C:8]3[CH:14]=[CH:13][CH:12]=[CH:11][C:9]=3[CH2:10][C:4]=2[CH:3]=1

참가 물질

5

반응물 2

HCID 539356852-Chloro-5-(4-nitrobenzoyl)-6,11-dihydro-5H-dibenz[b,e]azepineHCID 178418361HCID 178418361, 화합물

생성물 1

HCID 544045372-Chloro-5-(4-aminobenzoyl)-6,11-dihydro-5H-dibenz[b,e]azepine수율 73.9%

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 21584252Ethanol ethylacetate용매

실험 절차

A solution of 2.1 g of 2-chloro-5-(4-nitrobenzoyl)-6,11-dihydro-5H-dibenz[b,e]azepine in 400 ml of ethyl acetate-ethanol (1:1) and 0.25 g of palladium-on-carbon is hydrogenated in a Parr hydrogenator under 38 pounds per square inch of hydrogen. The mixture is filtered through diatomaceous earth and the filtrate concentrated to dryness. The solid (1.94 g) is dissolved in dichloromethane and the solution filtered through a thin pad of hydrous magnesium silicate. The filter pad is washed with dichloromethane and the filtrate concentrated. The residue is crystallized from dichloromethane-hexane to give 1.43 g of crystals, m.p. 211°-214° C.

후처리

  1. filtrationThe mixture is filtered through diatomaceous earth
  2. concentrationthe filtrate concentrated to dryness
  3. dissolutionThe solid (1.94 g) is dissolved in dichloromethane
  4. filtrationthe solution filtered through a thin pad of hydrous magnesium silicate
  5. washThe filter pad is washed with dichloromethane
  6. concentrationthe filtrate concentrated
  7. customThe residue is crystallized from dichloromethane-hexane

출처 및 근거

ORD 기록
ord-3198682b2514423fba3b40da4e343bf1
출처 데이터셋
uspto-grants-1998_06
특허 번호
US05760031

반응 노트

불러오는 중…