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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1089547Generated: October 31, 2026

Formaldehyde → 9-(1H-Imidazol-1-yl)-4-[(4-methylphenyl)sulfonyl]-3,4,5,6-tetrahydro-2H-1,7,4-benzodioxazonine

https://huagongshe.com/reaction/1089547

Reaction equation

Participants

RoleNameHCIDCharge
ReactantFormaldehydeHCID 712—
ReactantGlyoxalHCID 7860—
ReactantAmmonium HydroxideHCID 14923—
Reactant9-Amino-4-[(4-methylphenyl)sulfonyl]-3,4,5,6-tetrahydro-2H-1,7,4-benzodioxazonineHCID 14856356—
Product9-(1H-Imidazol-1-yl)-4-[(4-methylphenyl)sulfonyl]-3,4,5,6-tetrahydro-2H-1,7,4-benzodioxazonineHCID 14856358—

Reaction Steps

To reagent alcohol at 60° C. simultaneously add a solution of 9-amino-4-[(4-methylphenyl)sulfonyl]-3,4,5,6-tetrahydro-2H-1,7,4-benzodioxazonine and ammonium hydroxide diluted with alcohol and a solution of aqueous glyoxal and aqueous formaldehyde diluted to an equal volume with alcohol as the above solution. Monitor the progress of the reaction by thin-layer chromatography. Upon completion partition the reaction between ethyl acetate and aqueous NaHCO3. Separate and dry the organic layer (Na2SO4). Remove the solvent in vacuo to obtain the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04966967
Source datasetuspto-grants-1990_10
ORD IDord-bd327465f0044438a5b13a47d125538d
Source noteuspto-grants-1990_10