Sulfuric Acid → HCID 67496730、化合物

HRID 2365239ノート

反応式

HRID 2365239 の反応式
O[CH:2]([C:13]1[N:14]([CH3:24])[N:15]=[N:16][C:17]=1[C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][N:19]=1)[CH2:3][C:4]1[S:5][C:6]([C:10]([OH:12])=[O:11])=[C:7]([CH3:9])[N:8]=1.S(=O)(=O)(O)O.[OH-].[Na+]>>[CH3:9][C:7]1[N:8]=[C:4](/[CH:3]=[CH:2]/[C:13]2[N:14]([CH3:24])[N:15]=[N:16][C:17]=2[C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][N:19]=2)[S:5][C:6]=1[C:10]([OH:12])=[O:11]

参加物

4

反応物 3

HCID 1118Sulfuric AcidHCID 14798Sodium HydroxideHCID 67495517HCID 67495517、化合物

生成物 1

HCID 67496730HCID 67496730、化合物収率 79.1%

反応条件

温度
160 °C

実験手順

A suspension of 2-[2-hydroxy-2-(3-methyl-5-pyridin-2-yl-3H-[1,2,3]triazol-4-yl)-ethyl]-4-methyl-thiazole-5-carboxylic acid (152 mg, 0.44 mmol) in sulfuric acid (conc., 2.59 mL, 48.4 mmol) was heated at 160° C. under Ar for 7 h. After cooling to room temperature the mixture was poured into ice, adjusted to pH 4 with NaOH (6 N) and extracted with ethyl acetate and the combined organic extracts washed with brine, dried over sodium sulphate, filtered and evaporated to afford the title compound (114 mg, 79%) as an a yellow solid after trituration from methanol-water. MS: m/e=326.2 [M−H]−.

後処理

  1. temperatureAfter cooling to room temperature the mixture
  2. additionwas poured into ice
  3. extractionextracted with ethyl acetate
  4. washthe combined organic extracts washed with brine
  5. dry with materialdried over sodium sulphate
  6. filtrationfiltered
  7. customevaporated

出典と根拠

ORDレコード
ord-fbb5aac0d6784690b588cb736945ca9f
出典データセット
uspto-grants-2014_04
特許番号
US08697696B2

反応ノート

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