Diethyl phenylmalonate → HCID 178437549, compound

HRID 1915581Notes

Reaction equation

HRID 1915581 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 precipition 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 precipition 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-9913a0d116bd47a9bdd4308f55f47dd5
Source dataset
uspto-grants-2013_12
Patent number
US08614218B2

Reaction notes

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