Potassium Hydroxide → HCID 67215220, compound

HRID 2421507Notes

Reaction equation

HRID 2421507 reaction equation
[CH3:1][O:2][C:3]([C:5]1[C:9]([C:10]([O:12]C)=[O:11])=[N:8][N:7]([CH3:14])[N:6]=1)=[O:4].[OH-].[K+]>CO>[CH3:1][O:2][C:3]([C:5]1[C:9]([C:10]([OH:12])=[O:11])=[N:8][N:7]([CH3:14])[N:6]=1)=[O:4]

Participants

4

Reactant 2

HCID 14797Potassium HydroxideHCID 11041749HCID 11041749, compound

Product 1

HCID 67215220HCID 67215220, compoundYield 72.3%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of 2-methyl-2H-1,2,3-triazole-4,5-dicarboxylic acid dimethylester (1.2 g; 6 mmol) in 30 ml methanol was added 358 mg KOH (assay 86%; 5.5 mmol). The mixture was heated at reflux temperature for 48 hours. The solvent was evaporated and the residue was then taken into water and extracted with ethyl acetate (3 times). The combined organic phases contained non-reacted starting material. The aqueous phase was acidified with 2N HCl (pH2-3) and extracted with ethyl acetate (3 times). The extracts were combined, dried (anhydrous MgSO4) and evaporated to dryness to give 803 mg (72%) of the desired compound (m.p. 125-126° C.; 1H-NMR (300 MHz, DMSO-d6), δ (ppm): 13.7 (br.s, 1H, exchangable with D2O), 4.24 (s, 3H), 3.84 (s, 3H).

Workup

  1. temperatureThe mixture was heated
  2. temperatureat reflux temperature for 48 hours
  3. customThe solvent was evaporated
  4. extractionextracted with ethyl acetate (3 times)
  5. extractionextracted with ethyl acetate (3 times)
  6. dry with materialdried (anhydrous MgSO4)
  7. customevaporated to dryness

Sources & evidence

ORD record
ord-94679c7293ec49658fad4fc683f4775d
Source dataset
uspto-grants-2011_06
Patent number
US07956194B2

Reaction notes

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