Diethyl phenylmalonate → HCID 178437549, compound

HRID 1851208Notes

Reaction equation

HRID 1851208 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 was stirred at 185° C. over night. The solution was diluted with 5N NaOH solution, the resulting mixture was stirred for 30 min. The aqueous layer was washed with diethylether, acidified at 0° C. with concentrated HCl until precipitation of the product was complete. The precipitate was collected by filtration to yield the product, which was used without further purification.

Workup

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

Sources & evidence

ORD record
ord-5b129d33bf2446c28c79dc75ed1cbe53
Source dataset
uspto-grants-2015_02
Patent number
US08957064B2

Reaction notes

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