Water → 5-Methyl-6-sulfo-pyridine-2-carboxylic acid

HRID 927384

反応式

HRID 927384 の反応式
Cl[C:2]1[N:7]=[C:6]([C:8]([OH:10])=[O:9])[CH:5]=[CH:4][C:3]=1[CH3:11].[S:12]([O-:15])([O-:14])=[O:13].[Na+].[Na+].O>C(O)C>[CH3:11][C:3]1[CH:4]=[CH:5][C:6]([C:8]([OH:10])=[O:9])=[N:7][C:2]=1[S:12]([OH:15])(=[O:14])=[O:13]

参加物

5

反応物 3

HCID 962WaterHCID 24437Sodium SulfiteHCID 183244376-Chloro-5-methylpyridine-2-carboxylic acid

生成物 1

HCID 866747445-Methyl-6-sulfo-pyridine-2-carboxylic acid収率 111.2%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

反応条件

温度
180 °C

実験手順

6-chloro-5-methyl-pyridine-2-carboxylic acid (0.85 g, 4.97 mmol) and sodium sulfite (CAN 7757-83-7, 1.5 g, 11.9 mmol) were added to water (3 mL) and ethanol (3 mL). The mixture was heated to 180° C. for 4 h in a sealed tube. After that the mixture was cooled to room temperature and a solid precipitated that was removed by filtration. The filtrate was concentrated and added to water (20 mL). The aqueous phase was washed with ethyl acetate (2×20 mL). Subsequently the aqueous phase was adjusted to pH=2 with 2 N hydrochloric acid. Water was removed in vacuo to give the product as solid (1.2 g); MS (EI): m/e=218.0 [M+H]+.

後処理

  1. temperatureAfter that the mixture was cooled to room temperature
  2. customa solid precipitated that
  3. customwas removed by filtration
  4. concentrationThe filtrate was concentrated
  5. additionadded to water (20 mL)
  6. washThe aqueous phase was washed with ethyl acetate (2×20 mL)
  7. customWater was removed in vacuo

出典と根拠

ORDレコード
ord-0b6f6c8d7d5649ebbeb7d26be70d7d95
出典データセット
uspto-grants-2016_03
特許番号
US09290451B2

関連ノート

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