4-Fluoro-3-(trifluoromethyl)benzonitrile → HCID 67364762, compound

HRID 2094342Notes

Reaction equation

HRID 2094342 reaction equation
F[C:2]1[CH:9]=[CH:8][C:5]([C:6]#[N:7])=[CH:4][C:3]=1[C:10]([F:13])([F:12])[F:11].[K].CC(C)([O-])C.Cl.[NH:21]1[CH2:25][CH2:24][C:23](=[O:26])[NH:22]1>CS(C)=O>[N:21]1([C:2]2[CH:9]=[CH:8][C:5]([C:6]#[N:7])=[CH:4][C:3]=2[C:10]([F:13])([F:12])[F:11])[CH2:25][CH2:24][C:23](=[O:26])[NH:22]1

Participants

5

Reactant 3

HCID 1442554-Fluoro-3-(trifluoromethyl)benzonitrileHCID 27337123-Pyrazolidinone hydrochlorideHCID 50987170Potassium tertbutoxide

Product 1

HCID 67364762HCID 67364762, compound

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent2×

Procedure

1.00 g (5.29 mmol) 4-fluoro-3-trifluoromethyl-benzonitrile are stirred together with 1.35 g (12.0 mmol) potassium-tert.-butoxide in 4 ml DMSO at ambient temperature under an argon atmosphere for 35 min and then 1.00 g (8.16 mmol) pyrazolidin-3-on-hydrochloride in 3 ml DMSO are added. After stirring at ambient temperature for 68 h the reaction mixture is poured into semisat. sodium chloride solution and extracted with ethyl acetate. The combined organic phases are dried over magnesium sulphate and evaporated down completely i. vac.

Workup

  1. additionis poured into semisat
  2. extractionsodium chloride solution and extracted with ethyl acetate
  3. dry with materialThe combined organic phases are dried over magnesium sulphate
  4. customevaporated down completely

Sources & evidence

ORD record
ord-e1bdee02d1ab49faab54330c4d7120d3
Source dataset
uspto-grants-2013_05
Patent number
US08445525B2

Reaction notes

Loading…