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2,4-Piperidinedione → 1,2,9,10-Tetrahydropyrido[3',4':4,5]pyrrolo[1,2,3-de][1,4]benzoxazin-7(8H)-one

HRID 358567
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HRID 358567 반응식
N[N:2]1[C:7]2[CH:8]=[CH:9][CH:10]=[CH:11][C:6]=2[O:5][CH2:4][CH2:3]1.[O:12]=[C:13]1[CH2:18][C:17](=O)[CH2:16][CH2:15][NH:14]1>C(O)C>[CH2:3]1[N:2]2[C:17]3[CH2:16][CH2:15][NH:14][C:13](=[O:12])[C:18]=3[C:8]3=[CH:9][CH:10]=[CH:11][C:6](=[C:7]23)[O:5][CH2:4]1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 108878632,4-PiperidinedioneHCID 135652732H-benzo[b][1,4]oxazin-4(3H)-amine

생성물 1

HCID 200665291,2,9,10-Tetrahydropyrido[3',4':4,5]pyrrolo[1,2,3-de][1,4]benzoxazin-7(8H)-one수율 197.4%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

A solution of 4-amino-3,4-dihydro-2H-1,4-benzoxazine (1.0 g) and 2,4-dioxopiperidine (753 mg) in absolute ethanol (40 ml) was stirred under nitrogen for 1.5 h. The solvent was removed in vacuo and the residue was dissolved in diethylene glycol (30 ml) and heated at 100° for 1 h, then at 150° for 2 h. The solution was allowed to cool, poured into water (200 ml) and extracted with dichloromethane (3×100 ml). The combined, dried organic extracts were evaporated to give a semi-solid (ca. 3 g) which was purified by FCC eluting with System A (400:10:1) to give the title compound (740 mg) as a solid, m.p. 298°-300°.

후처리

  1. customThe solvent was removed in vacuo
  2. dissolutionthe residue was dissolved in diethylene glycol (30 ml)
  3. temperatureheated at 100° for 1 h
  4. temperatureto cool
  5. additionpoured into water (200 ml)
  6. extractionextracted with dichloromethane (3×100 ml)
  7. customdried organic extracts were evaporated

출처 및 근거

ORD 기록
ord-03105893e6104714878cfb61c1ea35f1
출처 데이터셋
uspto-grants-1991_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04997831

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