Propylenediamine → 5,6-Bis(4-fluorophenyl)-2-methyl-2,3-dihydropyrazine

HRID 2421809Notes

Reaction equation

HRID 2421809 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]([C:10]([C:12]2[CH:17]=[CH:16][C:15]([F:18])=[CH:14][CH:13]=2)=O)=O)=[CH:4][CH:3]=1.[NH2:19][CH2:20][CH:21]([NH2:23])[CH3:22]>C(O)C>[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[C:10]([C:12]3[CH:17]=[CH:16][C:15]([F:18])=[CH:14][CH:13]=3)=[N:23][CH:21]([CH3:22])[CH2:20][N:19]=2)=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 6567PropylenediamineHCID 1230724,4'-Difluorobenzil

Product 1

HCID 575436185,6-Bis(4-fluorophenyl)-2-methyl-2,3-dihydropyrazineYield 86%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

First, with ethanol as a solvent, 5.31 g of 4,4′-difluorobenzil (by Tokyo Chemical Industry Co., Ltd.) and 1.60 g of 1,2-diaminopropane (by Kanto Chemical Co., Inc.) are mixed. Subsequently, the mixed solution is refluxed for three hours. Then, after the refluxed solution is condensed by using an evaporator and treated with ethanol and then recrystallized, 2,3-bis(4-fluorophenyl)-5-methyl-5,6-dihydropyrazine is obtained (light yellow powder, yield: 86%).

Workup

  1. temperatureSubsequently, the mixed solution is refluxed for three hours
  2. customcondensed
  3. customan evaporator
  4. additiontreated with ethanol
  5. customrecrystallized

Sources & evidence

ORD record
ord-0bb039d385c94eb5bf5d37c2c272a8b4
Source dataset
uspto-grants-2011_06
Patent number
US07960038B2

Reaction notes

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