Ammonia → 8-nitro-2-(3-(trifluoromethyl)phenyl)quinazolin-4(3H)-one

HRID 520441노트

반응식

HRID 520441 반응식
[N+:1]([C:4]1[C:9]2[N:10]=[C:11]([C:15]3[CH:20]=[CH:19][CH:18]=[C:17]([C:21]([F:24])([F:23])[F:22])[CH:16]=3)[O:12][C:13](=O)[C:8]=2[CH:7]=[CH:6][CH:5]=1)([O-:3])=[O:2].[NH3:25].O>CC(O)C>[N+:1]([C:4]1[CH:5]=[CH:6][CH:7]=[C:8]2[C:9]=1[N:10]=[C:11]([C:15]1[CH:20]=[CH:19][CH:18]=[C:17]([C:21]([F:24])([F:23])[F:22])[CH:16]=1)[NH:25][C:13]2=[O:12])([O-:3])=[O:2]

참가 물질

5

반응물 3

HCID 222AmmoniaHCID 962WaterHCID 585528458-nitro-2-(3-(trifluoromethyl)phenyl)-4H-benzo[d][1,3]oxazin-4-one

생성물 1

HCID 1361275808-nitro-2-(3-(trifluoromethyl)phenyl)quinazolin-4(3H)-one수율 62%

시약·촉매·용매 1

HCID 3776Isopropanol용매

실험 절차

8-nitro-2-(3-(trifluoromethyl)phenyl)-4H-benzo[d][1,3]oxazin-4-one 3 (150 mg, 0.45 mmol) was added to a solution of ammonia (5.0 mL, 10 mmol) in IPA. The reaction mixture was heated under gentle reflux for 12 h then cooled to room temperature. The reaction mixture was poured into H2O and the resulting precipitate was collected by filtration rinsed with H2O and dried under vacuum. The crude residue was recrystallized from EtOAc to give 8 (91 mg, 62% yield) as a yellow solid.

후처리

  1. temperatureThe reaction mixture was heated
  2. temperatureunder gentle reflux for 12 h
  3. filtrationthe resulting precipitate was collected by filtration
  4. washrinsed with H2O
  5. customdried under vacuum
  6. customThe crude residue was recrystallized from EtOAc

출처 및 근거

ORD 기록
ord-7702e6567cc94191a88bf393728d9aa6
출처 데이터셋
uspto-grants-2016_05
특허 번호
US09326986B2

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