Ethanol → 2-Phenyl-2H-1,2,3-triazole-4,5-dicarboxylic acid

HRID 488791노트

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HRID 488791 반응식
CC1[C:3]([C:13]([OH:15])=[O:14])=[N:4][N:5]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)[N:6]=1.[OH-:16].[Na+].[O-][Mn](=O)(=O)=O.[K+].[CH2:24]([OH:26])[CH3:25]>O>[C:7]1([N:5]2[N:6]=[C:25]([C:24]([OH:16])=[O:26])[C:3]([C:13]([OH:15])=[O:14])=[N:4]2)[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1

참가 물질

6

반응물 4

HCID 702EthanolHCID 14798Sodium HydroxideHCID 516875Potassium PermanganateHCID 5199365-methyl-2-phenyl-2H-1,2,3-triazole-4-carboxylic acid

생성물 1

HCID 222680202-Phenyl-2H-1,2,3-triazole-4,5-dicarboxylic acid수율 95%

시약·촉매·용매 1

HCID 962Water용매

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온도
23 °C

실험 절차

A solution of 5-methyl-2-phenyl-2H-1,2,3-triazole-4-carboxylic acid (10.2 g, 50 mmol) and NaOH (17.6 g, 440 mmol) in water (375 mL) at 23° C. was treated with KMnO4 (30.8 g, 195 mmol). The resulting solution was heated at reflux for 17 h, cooled to 23° C. and treated with ethanol (50 mL). The resulting mixture was filtered to remove MnO2. The filtrate was acidified with HCl (conc.) to pH 1. The resulting white solid was collected by filtration. The filtrate was concentrated to half volume and more solid was collected by filtration. The two combined batches of solid were dried in vacuo to afford 11.1 g (95%) of 2-phenyl-2H-1,2,3-triazole-4,5-dicarboxylic acid.

후처리

  1. temperatureThe resulting solution was heated
  2. temperatureat reflux for 17 h
  3. filtrationThe resulting mixture was filtered
  4. customto remove MnO2
  5. filtrationThe resulting white solid was collected by filtration
  6. concentrationThe filtrate was concentrated to half volume and more solid
  7. filtrationwas collected by filtration
  8. customThe two combined batches of solid were dried in vacuo

출처 및 근거

ORD 기록
ord-7b3667eafbd842b18f609f673d048241
출처 데이터셋
uspto-grants-2005_12
특허 번호
US06974813B2

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