N-Methylacetamide → HCID 178432662, compound

HRID 904623Notes

Reaction equation

HRID 904623 reaction equation
[Cl:1]([O-:5])(=[O:4])(=[O:3])=[O:2].[NH2:6][N+:7]1[CH:12]=[CH:11][CH:10]=[CH:9][C:8]=1[C:13](OCC)=O.P(Cl)(Cl)(Cl)=O.Cl([O-])(=O)(=O)=[O:24].[Na+].[CH3:29][NH:30][C:31](=O)[CH3:32]>>[Cl:1]([O-:5])(=[O:4])(=[O:3])=[O:2].[CH3:32][CH:31]1[N:30]([CH3:29])[CH:13]=[C:8]2[CH:9]=[CH:10][CH:11]=[CH:12][N:7]2[N+:6]1=[O:24]

Participants

5

Reactant 4

HCID 6582N-MethylacetamideHCID 24813Phosphorus oxychlorideHCID 522606Sodium PerchlorateHCID 14065644HCID 14065644, compound

Product 1

HCID 178432662HCID 178432662, compoundYield 83%

Procedure

To a solution of 12 g (45 millimoles) of 1-amino-2-carbethoxy-pyridinium perchlorate in 25 ml of N-methyl-acetamide 20 ml of phosphorus oxychloride are added at 90° C. The reaction mixture is allowed to stand for an hour, thereafter poured onto ice, the aqueous solution is saturated with sodium perchlorate and the separated product is filtered off. 10.3 g (83%) of 2,3-dimethyl-1-oxo-pyrido[2,1-f]-as-triazinium perchlorate are obtained.

Workup

  1. waitto stand for an hour
  2. additionpoured onto ice
  3. filtrationthe separated product is filtered off

Sources & evidence

ORD record
ord-5bf55d88d0ab442d9d9aa8c335a9efb5
Source dataset
uspto-grants-1983_12
Patent number
US04419355

Reaction notes

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