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Potassium Iodide → 3-[2-[4-[2-(4-fluorophenyl)-1,3-dioxolan-2-yl]-1-piperidinyl]ethyl]-6-nitro-2,4(1H,3H)-quinazolinedione

HRID 978447
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반응식

HRID 978447 반응식
Cl[CH2:2][CH2:3][N:4]1[C:13](=[O:14])[C:12]2[C:7](=[CH:8][CH:9]=[C:10]([N+:15]([O-:17])=[O:16])[CH:11]=2)[NH:6][C:5]1=[O:18].[F:19][C:20]1[CH:25]=[CH:24][C:23]([C:26]2([CH:31]3[CH2:36][CH2:35][NH:34][CH2:33][CH2:32]3)[O:30][CH2:29][CH2:28][O:27]2)=[CH:22][CH:21]=1.C(=O)([O-])O.[Na+].[I-].[K+]>CN(C)C=O>[F:19][C:20]1[CH:25]=[CH:24][C:23]([C:26]2([CH:31]3[CH2:36][CH2:35][N:34]([CH2:2][CH2:3][N:4]4[C:13](=[O:14])[C:12]5[C:7](=[CH:8][CH:9]=[C:10]([N+:15]([O-:17])=[O:16])[CH:11]=5)[NH:6][C:5]4=[O:18])[CH2:33][CH2:32]3)[O:30][CH2:29][CH2:28][O:27]2)=[CH:22][CH:21]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 4875Potassium IodideHCID 516892Sodium BicarbonateHCID 132790992-(4-Fluorophenyl)-2-(4-piperidyl)1,3-dioxolaneHCID 138512013-(2-chloroethyl)-6-nitro-2,4(1H,3H)-quinazolinedione

생성물 1

HCID 138511763-[2-[4-[2-(4-fluorophenyl)-1,3-dioxolan-2-yl]-1-piperidinyl]ethyl]-6-nitro-2,4(1H,3H)-quinazolinedione수율 64%

시약·촉매·용매

1
HCID 6228Dimethylformamide용매

실험 절차

A mixture of 16.2 parts of 3-(2-chloroethyl)-6-nitro-2,4(1H,3H)-quinazolinedione, 15 parts of 4-[2-(4-fluorophenyl)-1,3-dioxolan-2-yl]piperidine, 10 parts of sodium hydrogen carbonate, 0.1 parts of potassium iodide and 135 parts of N,N-dimethylformamide was stirred and heated overnight at 100°-120° C. The reaction mixture was cooled and poured onto water. Stirring was continued till complete precipitation. The precipitate was filtered off and dissolved in trichloromethane. The thus formed emulsion was dried, filtered and evaporated. The residue was crystallized from acetonitrile, yielding 18.6 parts (64%) of 3-[2-[4-[2-(4-fluorophenyl)-1,3-dioxolan-2-yl]-1-piperidinyl]ethyl]-6-nitro-2,4(1H,3H)-quinazolinedione; mp. 250.9° C. (28).

후처리

  1. temperatureheated overnight at 100°-120° C
  2. temperatureThe reaction mixture was cooled
  3. additionpoured onto water
  4. stirringStirring
  5. customwas continued till complete precipitation
  6. filtrationThe precipitate was filtered off
  7. dissolutiondissolved in trichloromethane
  8. customThe thus formed emulsion was dried
  9. filtrationfiltered
  10. customevaporated
  11. customThe residue was crystallized from acetonitrile

출처 및 근거

ORD 기록
ord-43552f0949b54fb39d4a1931feba9fd7
출처 데이터셋
uspto-grants-1987_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04665075

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