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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1872349Generated: October 30, 2026

Sodium Azide → 4-(Azidomethyl)-2,6-dihydroxymethyl-s-triazine

https://huagongshe.com/reaction/1872349

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium AzideHCID 33557—
Reactant4-(p-Toluenesulfonylmethyl)-2,6-dihydroxymethyl-s-triazineHCID 22323694—
SolventDimethylformamideHCID 6228—
Product4-(Azidomethyl)-2,6-dihydroxymethyl-s-triazineHCID 22323643—

Reaction Conditions

Temperature50 °C

Reaction Steps

4-(p-Toluenesulfonylmethyl)-2,6-dihydroxymethyl-s-triazine is dissolved in DMF and sodium azide (1.1 eq.) is added. The reaction mixture is heated to 50° C. for 4 hours. The DMF is removed under reduced pressure and the residue is partitioned between CH2Cl2 and water. The CH2Cl2 layer is separated and the water layer is extracted several times with CH2Cl2. The CH2Cl2 layers are combined, dried (MgSO4), and concentrated. The resultant residue is purified by silica gel flash column chromatography to give 4-(azidomethyl)-2,6-dihydroxymethyl-s-triazine.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06107482
Source datasetuspto-grants-2000_08
ORD IDord-95566c8701344d88a48482a5d46e24f9
Source noteuspto-grants-2000_08