Water → 3-Amino-6-chloro-2-methylisonicotinic acid

HRID 887705노트

반응식

HRID 887705 반응식
C[O:2][C:3](=[O:13])[C:4]1[CH:9]=[C:8]([Cl:10])[N:7]=[C:6]([CH3:11])[C:5]=1[NH2:12].[OH-].[Na+].O.C(OCC)C>CO>[NH2:12][C:5]1[C:6]([CH3:11])=[N:7][C:8]([Cl:10])=[CH:9][C:4]=1[C:3]([OH:13])=[O:2]

참가 물질

6

반응물 4

HCID 962WaterHCID 3283Diethyl EtherHCID 14798Sodium HydroxideHCID 59355376Methyl 3-amino-6-chloro-2-methylisonicotinate

생성물 1

HCID 593552843-Amino-6-chloro-2-methylisonicotinic acid수율 95.7%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

3-Amino-6-chloro-2-methylisonicotinic acid methyl ester (100 mg) was dissolved in methanol (2 mL) and 2N aqueous sodium hydroxide solution (2 mL) was added. The reaction mixture was stirred under reflux for 2.5 hours. After cooling to room temperature, water and diethyl ether were added, the layers were separated and the aqueous layer was washed with diethyl ether. The aqueous layer was acidified by addition of 2N hydrochloric acid and the formed precipitate was 3× extracted with MTB-ether. The combined organic layer was washed with brine, dried over MgSO4 and concentrated in vacuum to afford 89 mg of the title compound of the formula

후처리

  1. temperatureunder reflux for 2.5 hours
  2. customthe layers were separated
  3. washthe aqueous layer was washed with diethyl ether
  4. additionThe aqueous layer was acidified by addition of 2N hydrochloric acid
  5. extractionextracted with MTB-ether
  6. washThe combined organic layer was washed with brine
  7. dry with materialdried over MgSO4
  8. concentrationconcentrated in vacuum

출처 및 근거

ORD 기록
ord-21af994aa5f84965b0687296c9aceda4
출처 데이터셋
uspto-grants-2012_08
특허 번호
US08247431B2

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