Methylamine → 2,3-Diphenyl-5-(methylamino)pyrazine 1-oxide

HRID 1271259Notes

Reaction equation

HRID 1271259 reaction equation
Cl[C:2]1[N:3]=[C:4]([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)[C:5]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)=[N+:6]([O-:8])[CH:7]=1.[CH3:21][NH2:22]>CO>[C:9]1([C:5]2[C:4]([C:15]3[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=3)=[N:3][C:2]([NH:22][CH3:21])=[CH:7][N+:6]=2[O-:8])[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1

Participants

4

Reactant 2

HCID 6329MethylamineHCID 8175375-Chloro-2,3-diphenylpyrazine 1-oxide

Product 1

HCID 229320102,3-Diphenyl-5-(methylamino)pyrazine 1-oxide

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To 1.00 g of 5-chloro-2,3-diphenylpyrazine 1-oxide, 20 ml of 40% methylamine in methanol was added and the mixture was-reacted in a sealed tube at room temperature for 15 hours. The reaction solution was extracted with ethyl acetate after adding water. The extract was dried over anhydrous magnesium sulfate and the solvent was evaporated under reduced pressure. The resulting crude crystal was washed with diisopropyl ether to obtain 536 mg of the desired compound as a pale yellow crystal having a melting point of 145 to 147° C.

Workup

  1. customthe mixture was-reacted in a sealed tube at room temperature for 15 hours
  2. extractionThe reaction solution was extracted with ethyl acetate
  3. additionafter adding water
  4. dry with materialThe extract was dried over anhydrous magnesium sulfate
  5. customthe solvent was evaporated under reduced pressure
  6. washThe resulting crude crystal was washed with diisopropyl ether

Sources & evidence

ORD record
ord-1c773c1f836d43478aaac02da78d7454
Source dataset
uspto-grants-2007_04
Patent number
US07205302B2

Reaction notes

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