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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2045768Generated: October 30, 2026

Metformin Hydrochloride → 1,3,5-Triazine-2,4-diamine, 3,6-dihydro-N2,N2,6-trimethyl-, hydrochloride (1:1)

https://huagongshe.com/reaction/2045768

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMetformin HydrochlorideHCID 14219—
ReactantParaldehydeHCID 31264—
Catalystp-Toluenesulfonic acid monohydrateHCID 521998—
SolventIsobutanolHCID 6560—
Product1,3,5-Triazine-2,4-diamine, 3,6-dihydro-N2,N2,6-trimethyl-, hydrochloride (1:1)HCID 10176486183.1%

Reaction Conditions

Temperature12 °C

Reaction Steps

A mixture of 1002.6 g of metformin hydrochloride, 359.1 g of paraldehyde and 51.6 g of toluene-4-sulfonic acid monohydrate in 2405.9 g of isobutanol was heated under reflux for 6 hours. Some of the solvent was removed by distillation. The mixture was cooled to 12° C., and the white precipitate was separated off, giving 953.8 g (81.4%) of 4-amino-3,6-dihydro-2-dimethylamino-6-methyl-1,3,5-triazine hydrochloride.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08592370B2
Source datasetuspto-grants-2013_11
ORD IDord-4c77639a1b75476f92524a0761ea8dd7
Source noteuspto-grants-2013_11