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

HRID 1648306

반응식

HRID 1648306 반응식
[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]

참가 물질

6

반응물 4

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

생성물 1

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

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-f794fc3745bf4307b14228c45cb6bf7b
출처 데이터셋
uspto-grants-1995_07
특허 번호
US05436240

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