Nitric Acid → 6-Bromo-7-chloro-5-nitroquinoxaline-2(1H)-one

HRID 53815ノート

反応式

HRID 53815 の反応式
[Br:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][C:11]=1[Cl:12])[NH:8][C:7](=[O:13])[CH2:6][NH:5]2.[N+:14]([O-])([OH:16])=[O:15]>C(O)(C(F)(F)F)=O>[Br:1][C:2]1[C:3]([N+:14]([O-:16])=[O:15])=[C:4]2[C:9](=[CH:10][C:11]=1[Cl:12])[NH:8][C:7](=[O:13])[CH:6]=[N:5]2

参加物

4

反応物 2

HCID 944Nitric AcidHCID 100383166-bromo-7-chloro-3,4-dihydroquinoxalin-2(1H)-one

生成物 1

HCID 211899856-Bromo-7-chloro-5-nitroquinoxaline-2(1H)-one収率 70%

試薬・触媒・溶媒 1

HCID 6422Trifluoroacetic acid溶媒

実験手順

To a stirred suspension of 6-bromo-7-chloro-3,4-dihydroquinoxaline-2(1H)-one (0.06 g, 0.23 mmol) in CF3COOH (0.5 mL) was added fuming HNO3 (0.02 mL, 0.46 mmol) and the resulting reddish yellow suspension was stirred at r.t. overnight. The cream colored suspension so obtained was poured into ice (2.5 mL) and the precipitated solid was filtered, washed with water (1.0 mL) and dried under vacuum to afford 0.049 g (70%) of title compound as a cream colored powder which contained ~10% impurity (1H NMR integration); 1H NMR (DMSO-d6): δ 7.577 (s, 1H), 8.251 (s, 1H), 12.879 (s, 1H). The crude product was used for the next reaction.

後処理

  1. customThe cream colored suspension so obtained
  2. filtrationthe precipitated solid was filtered
  3. washwashed with water (1.0 mL)
  4. customdried under vacuum

出典と根拠

ORDレコード
ord-d211d2c2f0d5404daa1dd16f8b2b7afb
出典データセット
uspto-grants-1997_04
特許番号
US05620979

反応ノート

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