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

HRID 520441ノート

反応式

HRID 520441 の反応式
[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]

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 3776Isopropanol溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-7702e6567cc94191a88bf393728d9aa6
出典データセット
uspto-grants-2016_05
特許番号
US09326986B2

反応ノート

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