Hydrochloric Acid → HCID 22707975, compound

HRID 353219Notes

Reaction equation

HRID 353219 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([C:8](=O)/[CH:9]=[CH:10]/[C:11]2[CH:16]=[CH:15][CH:14]=[C:13]([F:17])[CH:12]=2)[CH:5]=[CH:6][CH:7]=1.[C:19]([CH2:21][C:22]([NH2:24])=[O:23])#[N:20].CC(C)([O-])C.[K+].O=O.Cl>CS(C)=O.O>[F:1][C:2]1[CH:3]=[C:4]([C:8]2[CH:9]=[C:10]([C:11]3[CH:16]=[CH:15][CH:14]=[C:13]([F:17])[CH:12]=3)[NH:24][C:22](=[O:23])[C:21]=2[C:19]#[N:20])[CH:5]=[CH:6][CH:7]=1

Participants

8

Reactant 5

HCID 313Hydrochloric AcidHCID 977OxygenHCID 7898CyanoacetamideHCID 22708122(E)-1,3-Di(3-fluorophenyl)-2-propen-1-oneHCID 23665647Potassium tert-butoxide

Product 1

HCID 22707975HCID 22707975, compoundYield 84%

Reagents, catalysts & solvents 2

HCID 679Dimethyl SulfoxideSolventHCID 962WaterSolvent

Procedure

(E)-1,3-Di(3-fluorophenyl)-2-propen-1-one (16.4 g, 67.2 mmol), 2-cyanoacetamide (6.21 g, 73.9 mmol), and a solution of potassium t-butoxide (30.2 g, 269 mmol) in dimethyl sulfoxide (131 mL) were stirred overnight at room temperature in an oxygen atmosphere. Water (300 mL) and 6 N hydrochloric acid (390 mL) were added to the reaction solution. The solid was collected by filtration and washed with water, to give the title compound (17.4 g, 84%).

Workup

  1. filtrationThe solid was collected by filtration
  2. washwashed with water

Sources & evidence

ORD record
ord-1ba83cc7a8944160ace954bd7a28d683
Source dataset
uspto-grants-2004_06
Patent number
US06750232B2

Reaction notes

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