2-Bromo-4'-nitroacetophenone → HCID 58127583, compound

HRID 1257350Notes

Reaction equation

HRID 1257350 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]([N+:25]([O-:27])=[O:26])=[CH:21][CH:20]=1)=O>C(O)C>[N+: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)([O-:27])=[O:26]

Participants

4

Reactant 2

HCID 668402-Bromo-4'-nitroacetophenoneHCID 58127901Ethyl 1-(carbamothioylmethyl)-1H-pyrazole-4-carboxylate

Product 1

HCID 58127583HCID 58127583, compoundYield 89.1%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution (8 mL) of the compound (1.0 g, 4.7 mmol) obtained in Example 1b and 2-bromo-1-(4-nitrophenyl)ethanone (1.4 g, 5.6 mmol) in ethanol was heated under reflux overnight, and cooled to room temperature. The solvent was evaporated under reduced pressure, and the resulting crude title compound was recrystallized (ethyl acetate-hexane) to give the title compound (1.5 g, 89%) as colorless crystals.

Workup

  1. temperatureunder reflux overnight
  2. customThe solvent was evaporated under reduced pressure
  3. customthe resulting crude title compound was recrystallized (ethyl acetate-hexane)

Sources & evidence

ORD record
ord-c7963c0eed7b4326be9960dff8f0157b
Source dataset
uspto-grants-2013_06
Patent number
US08461348B2

Reaction notes

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