Diethyl phenylmalonate → HCID 178517387, compound

HRID 1851155Notes

Reaction equation

HRID 1851155 reaction equation
[NH:1]1[CH:5]=[N:4][C:3]([NH2:6])=[N:2]1.[C:7]1([CH:13]([C:19](OCC)=[O:20])[C:14](OCC)=[O:15])[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1>C(N(CCCC)CCCC)CCC.[OH-].[Na+]>[C:7]1([C:13]2[C:14]([OH:15])=[N:6][C:3]3[N:2]([N:1]=[CH:5][N:4]=3)[C:19]=2[OH:20])[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1

Participants

5

Reactant 2

HCID 66514Diethyl phenylmalonateHCID 178418311HCID 178418311, compound

Product 1

HCID 178517387HCID 178517387, compound

Reagents, catalysts & solvents 2

HCID 7622TributylamineSolventHCID 14798Sodium HydroxideSolvent

Procedure

A solution of 10 g 1,2,4-triazol-3-amine and 33.7 g diethyl phenylmalonate in N,N-dibutylbutan-1-amine was stirred at 185° C. over night. The solution was diluted with 10% w/w NaOH solution, the resulting mixture was stirred for 30 min and the organic phase was separated. The aqueous layer was extracted with diethylether, acidified with concentrated HCl until precipitation of the product was complete and the precipitate collected by filtration to yield the product, which was used without further purification.

Workup

  1. customthe organic phase was separated
  2. extractionThe aqueous layer was extracted with diethylether
  3. customacidified with concentrated HCl until precipitation of the product
  4. filtrationthe precipitate collected by filtration
  5. customto yield the product, which
  6. customwas used without further purification

Sources & evidence

ORD record
ord-81fa9b9f6a4d40c8adb15a67350e1a42
Source dataset
uspto-grants-2015_02
Patent number
US08957064B2

Reaction notes

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