p-Chlorophenacyl bromide → HCID 58127936, compound

HRID 1257414Notes

Reaction equation

HRID 1257414 reaction equation
[NH2:1][C:2](=[S:14])[CH2:3][N:4]1[CH:8]=[C:7]([C:9]([O:11][CH2:12][CH3:13])=[O:10])[CH:6]=[N:5]1.Br[CH2:16][C:17]([C:19]1[CH:24]=[CH:23][C:22]([Cl:25])=[CH:21][CH:20]=1)=O>C(O)C>[Cl:25][C:22]1[CH:23]=[CH:24][C:19]([C:17]2[N:1]=[C:2]([CH2:3][N:4]3[CH:8]=[C:7]([C:9]([O:11][CH2:12][CH3:13])=[O:10])[CH:6]=[N:5]3)[S:14][CH:16]=2)=[CH:20][CH:21]=1

Participants

4

Reactant 2

HCID 68303p-Chlorophenacyl bromideHCID 58127901Ethyl 1-(carbamothioylmethyl)-1H-pyrazole-4-carboxylate

Product 1

HCID 58127936HCID 58127936, compoundYield 81.1%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of the compound (500 mg) obtained in Example 1b in ethanol (5 mL) was added 2-bromo-1-[4-chlorophenyl]ethanone (546 mg), and the mixture was heated under reflux for 1 hr. The reaction mixture was concentrated under reduced pressure, and the residue was washed with ether to give the title compound (660 mg) as a colorless solid.

Workup

  1. temperaturethe mixture was heated
  2. temperatureunder reflux for 1 hr
  3. concentrationThe reaction mixture was concentrated under reduced pressure
  4. washthe residue was washed with ether

Sources & evidence

ORD record
ord-cf771669b8274c218218e53d1c34c2ea
Source dataset
uspto-grants-2013_06
Patent number
US08461348B2

Reaction notes

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