Diethyl phenylmalonate → HCID 178439991, compound

HRID 1851197Notes

Reaction equation

HRID 1851197 reaction equation
[NH2:1][C:2]1[N:6]=[C:5]([CH:7]([CH3:9])[CH3:8])[NH:4][N:3]=1.[C:10]1([CH:16]([C:22](OCC)=[O:23])[C:17](OCC)=[O:18])[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1>C(N(CCCC)CCCC)CCC.[OH-].[Na+]>[CH:7]([C:5]1[N:6]=[C:2]2[N:1]=[C:17]([OH:18])[C:16]([C:10]3[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=3)=[C:22]([OH:23])[N:3]2[N:4]=1)([CH3:9])[CH3:8]

Participants

5

Reactant 2

HCID 66514Diethyl phenylmalonateHCID 27564633-Amino-5-isopropyl-1,2,4-triazole

Product 1

HCID 178439991HCID 178439991, compound

Reagents, catalysts & solvents 2

HCID 7622TributylamineSolventHCID 14798Sodium HydroxideSolvent

Procedure

A solution of 5.00 g 3-amino-5-isopropyl-1,2,4-triazol and 11.24 g diethyl phenylmalonate in 18 mL N,N-dibutylbutan-1-amine was stirred at 185° C. over night. The solution was diluted with 20% w/w 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-bc2eb76f1b0e4021b0f59274293dc792
Source dataset
uspto-grants-2015_02
Patent number
US08957064B2

Reaction notes

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