Diethyl phenylmalonate → HCID 178437549, compound

HRID 503776Notes

Reaction equation

HRID 503776 reaction equation
[NH2:1][C:2]1[N:6]=[C:5]([CH2:7][CH3:8])[NH:4][N:3]=1.[C:9]1([CH:15]([C:21](OCC)=[O:22])[C:16](OCC)=[O:17])[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1>C(N(CCCC)CCCC)CCC.[OH-].[Na+]>[CH2:7]([C:5]1[N:6]=[C:2]2[N:1]=[C:16]([OH:17])[C:15]([C:9]3[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=3)=[C:21]([OH:22])[N:3]2[N:4]=1)[CH3:8]

Participants

5

Reactant 2

HCID 66514Diethyl phenylmalonateHCID 17142045-ethyl-1H-1,2,4-triazol-3-amine

Product 1

HCID 178437549HCID 178437549, compound

Reagents, catalysts & solvents 2

HCID 7622TributylamineSolventHCID 14798Sodium HydroxideSolvent

Procedure

A solution of 5.00 g 3-amino-5-ethyl-1,2,4-triazole and 15.00 g diethyl phenylmalonate in 18 ml N,N-dibutylbutan-1-amine is stirred at 185° C. over night. The solution is diluted with 5N NaOH solution, the resulting mixture is stirred for 30 min. The aqueous layer is washed with diethylether, acidified at 0° C. with concentrated HCl until precipitation of the product is complete. The precipitate is collected by filtration to yield the product, which is used without further purification.

Workup

  1. washThe aqueous layer is washed with diethylether
  2. customacidified at 0° C. with concentrated HCl until precipitation of the product
  3. filtrationThe precipitate is collected by filtration
  4. customto yield the product, which
  5. customis used without further purification

Sources & evidence

ORD record
ord-a3d2598afc1041109e8f5af9f0b59a99
Source dataset
uspto-grants-2010_08
Patent number
US07776864B2

Reaction notes

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