Water → 3-(formylamino)-6-bromo-3,4-dihydro-2(1H)quinolinone

HRID 327465ノート

反応式

HRID 327465 の反応式
[Br:1]Br.[CH:3]([NH:5][CH:6]1[CH2:15][C:14]2[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=2)[NH:8][C:7]1=[O:16])=[O:4].C([O-])(=O)C.[Na+].O>C(O)(=O)C>[CH:3]([NH:5][CH:6]1[CH2:15][C:14]2[C:9](=[CH:10][CH:11]=[C:12]([Br:1])[CH:13]=2)[NH:8][C:7]1=[O:16])=[O:4]

参加物

6

反応物 4

HCID 962WaterHCID 24408BromineHCID 517045Sodium AcetateHCID 179327143-(Formylamino)-3,4-dihydro-2(1H)quinolinone

生成物 1

HCID 199194713-(formylamino)-6-bromo-3,4-dihydro-2(1H)quinolinone収率 66.1%

試薬・触媒・溶媒 1

HCID 176Acetic Acid溶媒

実験手順

Bromine (16.0 g, 0.1 mol) was added to a stirred solution of 3-(formylamino)-3,4-dihydro-2(1H)quinolinone (19.0 g, 0.1 mol) and anhydrous sodium acetate (12.7 g, 0.2 mol) in acetic acid (500 mL). After 1 hour, water (1.5 L) was added and the precipitate was filtered off and air dried to give 17.8 g of 3-(formylamino)-6-bromo-3,4-dihydro-2(1H)quinolinone, mp 275°-282° C. (dec). This was dissolved in trifluoracetic acid (300 mL) and sodium nitrate (9.0 g) was added to the stirred solution. After 1 hour, water was added and the precipitate was filtered off and air dried to give 18.2 g of 3-(formylamino)-6-bromo-3,4-dihydro-8-nitro-2(1H)quinolinone, mp 232°-235° C.

後処理

  1. filtrationthe precipitate was filtered off
  2. customair dried

出典と根拠

ORDレコード
ord-f0fba8e53ac14ca7b73e982726f34fbb
出典データセット
uspto-grants-1993_12
特許番号
US05273975

反応ノート

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