Oxalic Acid → 5-Trifluoromethyl-quinazoline-2,4-diamine

HRID 1186457Notes

Reaction equation

HRID 1186457 reaction equation
[N:1]1[CH:6]=[CH:5][C:4]([NH2:7])=[C:3]([NH2:8])[CH:2]=1.[C:9](O)(=[O:13])[C:10](O)=[O:11]>Cl>[NH:7]1[C:10](=[O:11])[C:9](=[O:13])[NH:8][C:3]2[CH:2]=[N:1][CH:6]=[CH:5][C:4]1=2

Participants

4

Reactant 2

HCID 971Oxalic AcidHCID 59183,4-Diaminopyridine

Product 1

HCID 107970835-Trifluoromethyl-quinazoline-2,4-diamineYield 107.2%

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Conditions

Temperature
100 °C

Procedure

Pyridine-3,4-diamine (2.00 g, 18.3 mmol) and oxalic acid (1.96 g, 20.2 mmol) were dissolved in an aqueous hydrochloric acid solution (2.00 M, 20.0 mL) and the mixture was stirred with heat at 100° C. for 24 hours. After the reaction mixture was cooled to room temperature, the precipitate was collected by filtration and dried under reduced pressure. Thus, pyrido[3,4-b]pyrazine-2,3(1H,4H)-dione (3.20 g, 74%) was obtained.

Workup

  1. temperatureAfter the reaction mixture was cooled to room temperature
  2. filtrationthe precipitate was collected by filtration
  3. customdried under reduced pressure

Sources & evidence

ORD record
ord-ba671b75e81a4b0da17c094fb65b3474
Source dataset
uspto-grants-2014_03
Patent number
US08673908B2

Reaction notes

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