Hydrochloric Acid → 3-(Formylamino)-3,4-dihydro-2(1H)quinolinone

HRID 1648306

反応式

HRID 1648306 の反応式
[OH-].[Na+].[CH:3]([NH:5][C:6]1(C(OCC)=O)[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].O.Cl>CO>[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]

参加物

6

反応物 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 14798Sodium HydroxideHCID 19919309Ethyl 3-(formylamino)-1,2,3,4-tetrahydro-2-oxo-3-quinolinecarboxylate

生成物 1

HCID 179327143-(Formylamino)-3,4-dihydro-2(1H)quinolinone収率 83.1%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

Sodium hydroxide (50 mL of 4.0 N, 0.20 mol) was added to a stirred solution of ethyl 3-(formylamino)-1,2,3,4-tetrahydro-2-oxo-3-quinolinecarboxylate (11.3 g, 0.043 mol) in methanol (250 mL). After 30 minutes, a white precipitate appeared and, after 45 minutes water (50 mL) was added to the reaction. After refluxing overnight, hydrochloric acid (50 mL of 4.0 N, 0.20 mol) was added and the solvents were removed under reduced pressure. The residual solid was refluxed in ethanol (200 mL) for 1 hour, filtered to remove salt, and cooled to afford 6.8 g of product, mp 197°-200° C. Anal. Calc'd for C10H10N2O2 : C, 63.15; H, 5.30; N, 14.73. Found: C, 63.03; H, 5.37; N, 14.71.

後処理

  1. waita white precipitate appeared and, after 45 minutes
  2. temperatureAfter refluxing overnight
  3. customthe solvents were removed under reduced pressure
  4. temperatureThe residual solid was refluxed in ethanol (200 mL) for 1 hour
  5. filtrationfiltered
  6. customto remove salt
  7. temperaturecooled

出典と根拠

ORDレコード
ord-f794fc3745bf4307b14228c45cb6bf7b
出典データセット
uspto-grants-1995_07
特許番号
US05436240

関連ノート

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