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Acetic Anhydride → 4(3H)-Quinazolinone, 2-(fluoromethyl)-3-(2-methylphenyl)-6-nitro-

HRID 1658723
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HRID 1658723 반응식
[F:1][CH2:2][C:3]([NH:5][C:6]1[CH:21]=[CH:20][C:19]([N+:22]([O-:24])=[O:23])=[CH:18][C:7]=1[C:8]([NH:10][C:11]1[C:12]([CH3:17])=[CH:13][CH:14]=[CH:15][CH:16]=1)=[O:9])=O.C(OC(=O)C)(=O)C.C(=O)([O-])[O-].[K+].[K+]>C(O)(=O)C>[F:1][CH2:2][C:3]1[N:10]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=2[CH3:17])[C:8](=[O:9])[C:7]2[C:6](=[CH:21][CH:20]=[C:19]([N+:22]([O-:24])=[O:23])[CH:18]=2)[N:5]=1
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참가 물질

5

반응물 3

HCID 7918Acetic AnhydrideHCID 11430Potassium CarbonateHCID 215254582-(2-Fluoroacetamido)-N-(2-methylphenyl)-5-nitrobenzamide

생성물 1

HCID 637924(3H)-Quinazolinone, 2-(fluoromethyl)-3-(2-methylphenyl)-6-nitro-수율 99%

시약·촉매·용매 1

HCID 176Acetic Acid용매

실험 절차

16.5 g(0.05 mol) of N-(2-fluoroacetamido-5-nitrobenzoyl)-o-toluidine and 25.5 g(0.25 mol) of acetic acid anhydride are dissolved in 250 ml of glacial acetic acid. The solution is refluxed for 2 hours under heating. Then, the reaction solution is evaporated to remove solvent. The residue thus obtained is poured into ice-water, and the aqueous mixture is adjusted to pH 9 with potassium carbonate. The crystalline precipitate is collected by filtration. 15.5 g of 2-fluoromethyl-3-(o-tolyl)-6-nitro-4(3H)-quinazolinone are obtained.

후처리

  1. temperatureThe solution is refluxed for 2 hours
  2. temperatureunder heating
  3. customThen, the reaction solution is evaporated
  4. customto remove solvent
  5. customThe residue thus obtained
  6. filtrationThe crystalline precipitate is collected by filtration

출처 및 근거

ORD 기록
ord-9ce0482766ac427bbb27024f7829917a
출처 데이터셋
uspto-grants-1976_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US03966731

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