Methanol → 4-fluoro-2-nitro-N-[2-(4-oxo-1-phenyl-1,3,8-triazaspiro-[4,5]dec-8-yl)ethyl]benzamide

HRID 437626노트

반응식

HRID 437626 반응식
[F:1][C:2]1[CH:12]=[CH:11][C:5]([C:6]([N:8]2[CH2:10][CH2:9]2)=[O:7])=[C:4]([N+:13]([O-:15])=[O:14])[CH:3]=1.[C:16]1([N:22]2[C:26]3([CH2:31][CH2:30][NH:29][CH2:28][CH2:27]3)[C:25](=[O:32])[NH:24][CH2:23]2)[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1.CO>C1C=CC=CC=1>[F:1][C:2]1[CH:12]=[CH:11][C:5]([C:6]([NH:8][CH2:10][CH2:9][N:29]2[CH2:28][CH2:27][C:26]3([N:22]([C:16]4[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=4)[CH2:23][NH:24][C:25]3=[O:32])[CH2:31][CH2:30]2)=[O:7])=[C:4]([N+:13]([O-:15])=[O:14])[CH:3]=1

참가 물질

5

반응물 3

HCID 887MethanolHCID 705561-Phenyl-1,3,8-triazaspiro(4.5)decan-4-oneHCID 214288531-(4-Fluoro-2-nitrobenzoyl)aziridine

생성물 1

HCID 214288434-fluoro-2-nitro-N-[2-(4-oxo-1-phenyl-1,3,8-triazaspiro-[4,5]dec-8-yl)ethyl]benzamide

시약·촉매·용매 1

HCID 241Benzene용매

실험 절차

A mixture of 15 parts of 1-(4-fluoro-2-nitrobenzoyl)-aziridine, 12 parts of 1-phenyl-1,3,8-triazaspiro[4,5]decan-4-one, 8.8 parts of methanol and 56 parts of benzene is stirred first for 1.50 hours at reflux and further overnight at room temperature. The reaction mixture is evaporated. The residue is dissolved in trichloromethane and the solution is washed with water. Then there are added 8 parts of methanol and silica gel and the whole is stirred for 10 minutes. The silica gel is filtered off and the filtrate is evaporated. The residue is stirred in 2,2'-oxybispropane. The product is filtered off and crystallized from 4-methyl-2-pentanone. It is filtered off and dried, yielding 13 parts of 4-fluoro-2-nitro-N-[2-(4-oxo-1-phenyl-1,3,8-triazaspiro-[4,5]dec-8-yl)ethyl]benzamide; mp. 160° C.

후처리

  1. customThe reaction mixture is evaporated
  2. dissolutionThe residue is dissolved in trichloromethane
  3. washthe solution is washed with water
  4. additionThen there are added 8 parts of methanol and silica gel
  5. stirringthe whole is stirred for 10 minutes
  6. filtrationThe silica gel is filtered off
  7. customthe filtrate is evaporated
  8. stirringThe residue is stirred in 2,2'-oxybispropane
  9. filtrationThe product is filtered off
  10. customcrystallized from 4-methyl-2-pentanone
  11. filtrationIt is filtered off
  12. customdried

출처 및 근거

ORD 기록
ord-45c967df8eeb40c08c61fb3d7319e0b2
출처 데이터셋
uspto-grants-1977_06
특허 번호
US04031226

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