Acetic Anhydride → 2-Acetyl-1,2,4-triazine-3,5(2H,4H)-dione

Reaction equation

[O:1]=[C:2]1[NH:7][C:6](=[O:8])[CH:5]=[N:4][NH:3]1.[C:9](OC(=O)C)(=[O:11])[CH3:10]>>[C:9]([N:3]1[C:2](=[O:1])[NH:7][C:6](=[O:8])[CH:5]=[N:4]1)(=[O:11])[CH3:10]

Participants

Reactant 2

HCID 7918Acetic Anhydride

HCID 680371,2,4-Triazine-3,5(2H,4H)-dione

Product 1

HCID 212565952-Acetyl-1,2,4-triazine-3,5(2H,4H)-dione

Conditions

Temperature: 0 °C

Procedure

3,5-dioxo-(2H,4H)-1,2,4-triazine (48.88 g) is heated under reflux of acetic anhydride (300 ml) for 90 minutes. After cooling and concentration to dryness under vacuum, the residue is taken up in toluene (300 ml) and cooled at 0° C. for 2 hours. The white precipitate which forms is filtered off, centrifuged, and dried under vacuum at 70° C. so as to give the compound 11a (57.6 g).

Workup

temperatureAfter cooling
concentrationconcentration to dryness under vacuum
filtrationThe white precipitate which forms is filtered off
customcentrifuged, and dried under vacuum at 70° C. so as

Sources & evidence

ORD record: ord-f7c15039966a406e986f2d3e26834dd6
Source dataset: uspto-grants-1997_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05591743

Reaction notes

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