Isopropylamine → HCID 178457753, compound

HRID 1931542Notes

Reaction equation

HRID 1931542 reaction equation
[NH:1]1[CH:5]=[N:4][C:3]([C:6]([O:8]C)=O)=[N:2]1.[CH:10]([NH2:13])([CH3:12])[CH3:11]>CO>[CH3:11][CH:10]([NH:13][C:6]([C:3]1[N:4]=[CH:5][NH:1][N:2]=1)=[O:8])[CH3:12]

Participants

4

Reactant 2

HCID 6363IsopropylamineHCID 178499122HCID 178499122, compound

Product 1

HCID 178457753HCID 178457753, compoundYield 95%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
50 °C

Procedure

Methyl 1H-1,2,4-triazole-3-carboxylate (3.53 g, 27.8 mmol) and isopropylamine (11 ml, 128 mmol) were combined in a 20 ml vial to give a white suspension. The vial was sealed and heated to 50° C. After 6 days the reaction mixture had become a translucent solid. The vial was cooled to room temperature and unsealed. The solid was dissolved in methanol and transferred to a 200 ml flask. The solvent was evaporated under reduced pressure and the resulting residue was stripped several times with ethanol to removed excess isopropylamine. The residue was stripped with toluene and placed under high vacuum overnight to give the title compound (4.07 g) as a white solid.

Workup

  1. customto give a white suspension
  2. customThe vial was sealed
  3. temperatureThe vial was cooled to room temperature
  4. customtransferred to a 200 ml flask
  5. customThe solvent was evaporated under reduced pressure
  6. customto removed excess isopropylamine
  7. customplaced under high vacuum overnight

Sources & evidence

ORD record
ord-d8192a31db2f4a0dae269e0b53ee1ce8
Source dataset
uspto-grants-2012_05
Patent number
US08188085B2

Reaction notes

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