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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 570931Generated: October 26, 2026

Dimethylformamide → 3-Methyl-4-oxo-N-(2-oxo-2-phenylethyl)-3,4-dihydroimidazo[5,1-d][1,2,3,5]tetrazine-8-carboxamide

https://huagongshe.com/reaction/570931

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantEthanone, 2-amino-1-phenyl-, hydrochloride (1:1)HCID 2723597—
Reactant3-Methyl-4-oxo-3,4-dihydroimidazo[5,1-d][1,2,3,5]tetrazine-8-carbonyl chlorideHCID 11020238—
SolventPyridineHCID 1049—
Product3-Methyl-4-oxo-N-(2-oxo-2-phenylethyl)-3,4-dihydroimidazo[5,1-d][1,2,3,5]tetrazine-8-carboxamideHCID 66831766—

Reaction Steps

To 3-methyl-4-oxo-3,4-dihydroimidazo[5,1-d][1,2,3,5]tetrazine-8-carbonyl chloride (0.620 g; 2.90 mmol) and 2-aminoacetophenone hydrochloride (0.500 g; 2.90 mmol) was added DMF (6 mL) and pyridine (1.2 mL). The reaction mixture was stirred for 16 hours at room temperature, and then poured onto water. The precipitate was filtered, washed with water, and dried in the vacuum oven, and used without further purification. δH (DMSO-d6) 8.89 (1H, s), 8.68 (1H, t, J=5.6), 8.06 (2H, dd, J=8.3, 1.2), (1H, tt, J=7.4, 1.8), 7.58 (2H, m), 4.86 (1H, d, J=5.6), 3.89 (3H, s).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09024018B2
Source datasetuspto-grants-2015_05
ORD IDord-633a4f5d40d34df587be9b2509763842
Source noteuspto-grants-2015_05