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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 570926Generated: October 25, 2026

4-Bromophenacyl bromide → 8-(4-(4-Bromophenyl)thiazol-2-yl)-3-methylimidazo[5,1-d][1,2,3,5]tetrazin-4(3H)-one

https://huagongshe.com/reaction/570926

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-Bromophenacyl bromideHCID 7454—
Reactant3-Methyl-4-oxo-3,4-dihydroimidazo[5,1-d][1,2,3,5]tetrazine-8-carbothioamideHCID 3352880—
SolventAcetonitrileHCID 6342—
Product8-(4-(4-Bromophenyl)thiazol-2-yl)-3-methylimidazo[5,1-d][1,2,3,5]tetrazin-4(3H)-oneHCID 4987051881%

Reaction Steps

3-Methyl-4-oxo-3,4-dihydroimidazo[5,1-d][1,2,3,5]tetrazine-8-carbothioamide (0.48 mmol) and 2,4′-dibromoacetophenone (0.48 mmol) were stirred in MeCN overnight at room temperature. A slight yellow solid persisted which was filtered off before the remaining mixture was purified by preparative thin layer chromatography, eluting with 10% MeCN/DCM, to give the title compound. Yield=81%. δH (DMSO-d6): 8.92 (1H, s), 8.39 (1H, s), 8.04 (2H, d, J=8.8), 7. (2H, d, J=8.8), 3.89 (3H, s).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09024018B2
Source datasetuspto-grants-2015_05
ORD IDord-a1c3fa3b00fe4c8ba3855531d8f9c6c2
Source noteuspto-grants-2015_05