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

Reaction equation

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

Procedure

2H-[1,2,4]Triazin-3,5-dione (100 g, 884 mmol) is placed in 600 ml of acetic anhydride at reflux for 1.5 h. The reaction mixture is subsequently concentrated to dryness and the solid obtained is triturated in toluene. After filtering and rinsing with toluene, 130.5 g of beige crystals are isolated.

Workup

temperatureat reflux for 1.5 h
concentrationThe reaction mixture is subsequently concentrated to dryness
customthe solid obtained
customis triturated in toluene
filtrationAfter filtering
washrinsing with toluene, 130.5 g of beige crystals
customare isolated

Sources & evidence

ORD record: ord-a31f88d4691e424dbd6d44686bd27d99
Source dataset: uspto-grants-2001_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06191130B1

Reaction notes

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