Hydrochloric Acid → 2-Chloro-5-fluoro-6-oxo-1,6-dihydropyridine-3-carboxylic acid

HRID 2068933노트

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HRID 2068933 반응식
[Cl:1][C:2]1[N:10]=[C:9](Cl)[C:8]([F:12])=[CH:7][C:3]=1[C:4]([OH:6])=[O:5].[OH-:13].[Na+].Cl>>[Cl:1][C:2]1[NH:10][C:9](=[O:13])[C:8]([F:12])=[CH:7][C:3]=1[C:4]([OH:6])=[O:5]

참가 물질

4

반응물 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 27336592,6-Dichloro-5-fluoronicotinic acid

생성물 1

HCID 534406372-Chloro-5-fluoro-6-oxo-1,6-dihydropyridine-3-carboxylic acid수율 47%

반응 조건

온도
0 °C

실험 절차

A mixture of 2,6-dichloro-5-fluoronicotinic acid (15.00 g, 71.43 mmol, Lancaster Synthesis) and 2 N NaOH (178.6 ml, 357.2 mmol) was stirred at reflux for 2 hours and then at room temperature for 16 hours. The reaction mixture was cooled to 0° C. and acidified with 12 N HCl (32.74 ml, 392.9 mmol). The mixture was cooled for 30 minutes in an ice bath, the solid filtered and washed with H2O. The isolated solid was slurried in warm EtOH, filtered and then washed with warm EtOH. The solids were collected and dried under vacuum overnight to yield the desired product (6.4 g, 47%) as a beige solid.

후처리

  1. temperatureat reflux for 2 hours
  2. temperatureThe mixture was cooled for 30 minutes in an ice bath
  3. filtrationthe solid filtered
  4. washwashed with H2O
  5. filtrationfiltered
  6. washwashed with warm EtOH
  7. customThe solids were collected
  8. customdried under vacuum overnight

출처 및 근거

ORD 기록
ord-947f9a1e261c47ddb2650572507f9950
출처 데이터셋
uspto-grants-2012_10
특허 번호
US08299076B2

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