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

HRID 2068933ノート

反応式

HRID 2068933 の反応式
[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]

参加物

4

反応物 3

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

生成物 1

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

反応条件

温度
0 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-947f9a1e261c47ddb2650572507f9950
出典データセット
uspto-grants-2012_10
特許番号
US08299076B2

反応ノート

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