Ethyl benzoylacetate → HCID 178515556, compound

HRID 1161689Notes

Reaction equation

HRID 1161689 reaction equation
CCO[C:4]([CH2:6][C:7]([C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1)=O)=[O:5].Cl.[C:16]([NH2:24])(=[NH:23])[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1.C(=O)([O-])[O-].[K+].[K+]>O1CCOCC1.O.Cl>[C:17]1([C:16]2[N:24]=[C:4]([OH:5])[CH:6]=[C:7]([C:9]3[CH:10]=[CH:11][CH:12]=[CH:13][CH:14]=3)[N:23]=2)[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1

Participants

7

Reactant 3

HCID 7170Ethyl benzoylacetateHCID 11430Potassium CarbonateHCID 80289Benzamidine, hydrochloride

Product 1

HCID 178515556HCID 178515556, compound

Reagents, catalysts & solvents 3

HCID 313Hydrochloric AcidSolventHCID 962WaterSolventHCID 312751,4-DioxaneSolvent

Procedure

Ethyl benzoyl acetate (60 g, 312 mmol), benzamidine hydrochloride (65 g, 375 mmol) and potassium carbonate (172 g, 1250 mmol) were dissolved in 1,4-dioxane (1.2 liter) the reaction mixture was refluxed for 12 hours under nitrogen atmosphere. Reaction mixture was diluted with water, neutralized with cold 2N HCl, solid was filtered, washed with water and dried to yield the desired compound.

Workup

  1. temperaturewas refluxed for 12 hours under nitrogen atmosphere
  2. customReaction mixture
  3. filtrationwas filtered
  4. washwashed with water
  5. customdried

Sources & evidence

ORD record
ord-914de231ea6c43e5afd50e73ad4d7075
Source dataset
uspto-grants-2010_10
Patent number
US07820654B2

Reaction notes

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