1,4-Dichlorobenzene → 4-Methyl-1,4-dihydropyrido[2,3-b]pyrazine-2,3-dione

HRID 979460Notes

Reaction equation

HRID 979460 reaction equation
[C:1](Cl)(=[O:5])[C:2](Cl)=[O:3].[CH:7]1C(Cl)=CC=C(Cl)C=1.[NH2:15][C:16]1[C:21]([NH:22]C)=[CH:20][CH:19]=[CH:18][N:17]=1>>[CH3:7][N:15]1[C:2](=[O:3])[C:1](=[O:5])[NH:22][C:21]2[CH:20]=[CH:19][CH:18]=[N:17][C:16]1=2

Participants

4

Reactant 3

HCID 46851,4-DichlorobenzeneHCID 65578Oxalyl chlorideHCID 122384043-N-methylpyridine-2,3-diamine

Product 1

HCID 131929424-Methyl-1,4-dihydropyrido[2,3-b]pyrazine-2,3-dione

Procedure

To a mixture of 8 ml. of oxalyl chloride in 150 ml. dichlorobenzene at 60° C. was added lowly 7.5 g. of 2-amino-3-methylaminopyridine. After completion of addition, the temperature of the reaction mixture was allowed to rise to 130° C. It was stirred at this temperature for 1 hour, filtered hot, and the solid washed with ether, m.p. 168°-174° C.

Workup

  1. additionTo a mixture of 8 ml
  2. additionAfter completion of addition
  3. customto rise to 130° C
  4. filtrationfiltered hot
  5. washthe solid washed with ether, m.p. 168°-174° C.

Sources & evidence

ORD record
ord-ceb550fb04064689a3515d6d04ad6e27
Source dataset
uspto-grants-1987_05
Patent number
US04668678

Reaction notes

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