Methane → 2-methyl-3-(1H-1,2,4-triazol-1-yl)propanoic acid

HRID 1064020Notes

Reaction equation

HRID 1064020 reaction equation
[NH:1]1[CH:5]=[N:4][CH:3]=[N:2]1.[C:6]([OH:11])(=[O:10])[C:7]([CH3:9])=[CH2:8].C>N1C=CC=CC=1.Cl>[C:6]([CH:7]([CH3:9])[CH2:8][N:1]1[CH:5]=[N:4][CH:3]=[N:2]1)([OH:11])=[O:10]

Participants

6

Reactant 3

HCID 297MethaneHCID 4093Methacrylic AcidHCID 92571H-1,2,4-Triazole

Product 1

HCID 31629062-methyl-3-(1H-1,2,4-triazol-1-yl)propanoic acid

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 1049PyridineSolvent

Conditions

Temperature
140 °C

Procedure

A mixture of 1,2,4-triazole (27.6 g) and methacrylic acid (34.4 g) in pyridine (40 ml) was heated at 140° C. for 6 hours. The precipitate was dissolved in hot hydrochloric acid (1%, 400 ml). Charcoal was added and the mixture was filtered hot. The solution was concentrated in vacuo and the colourless solid collected by filtration and washed with cold water. NMR (90 MHz): 8.48 (s, 1H), 7.98 (s, 1H), 4.32 (m, 2H), 2.94 (m, 1H), 1.01 (d, 3H).

Workup

  1. filtrationthe mixture was filtered hot
  2. concentrationThe solution was concentrated in vacuo
  3. filtrationthe colourless solid collected by filtration
  4. washwashed with cold water

Sources & evidence

ORD record
ord-eb9bc41729fe421ba5e5198fb6c63cf1
Source dataset
uspto-grants-2005_11
Patent number
US06967216B2

Reaction notes

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