Oxalyl chloride → 1-Methyl-1,4-dihydro-2,3-quinoxalinedione
Reaction equation
[C:1](Cl)(=[O:5])[C:2](Cl)=[O:3].[CH3:7][NH:8][C:9]1[CH:15]=[CH:14][CH:13]=[CH:12][C:10]=1[NH2:11]>C(N(CC)CC)C.C1(C)C=CC=CC=1>[CH3:7][N:8]1[C:9]2[C:10](=[CH:12][CH:13]=[CH:14][CH:15]=2)[NH:11][C:2](=[O:3])[C:1]1=[O:5]Participants
5
Reactant 2
Product 1
Reagents, catalysts & solvents 2
Procedure
A mixture of 12 g of 98% oxalylchloride in 19.5 ml of triethylamine and 50 ml of toluene was added dropwise to a stirred solution of 8.5 g of o-N-methylamino aniline in 80 ml of toluene. The resulting mixture was heated at reflux for one hour. The precipitate was washed with ether. The residue was stirred with water and filtered to give 1,2,3,4-tetrahydro-1-methyl-2,3-dioxo-quinoxaline.
Workup
- temperatureThe resulting mixture was heated
- temperatureat reflux for one hour
- washThe precipitate was washed with ether
- filtrationfiltered
Sources & evidence
- ORD record
- ord-b0fa077b0ee740b99315c72b14218da4
- Source dataset
- uspto-grants-1988_09
- Patent number
- US04774245
Reaction notes
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