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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2070921Generated: October 31, 2026

1,8-Diazabicyclo(5.4.0)undec-7-ene → 2-(Azidomethyl)-4-methylthiazole

https://huagongshe.com/reaction/2070921

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,8-Diazabicyclo(5.4.0)undec-7-eneHCID 81184—
ReactantP,P-Diphenylphosphinic azideHCID 199401—
Reactant(4-Methyl-1,3-thiazol-2-yl)methanolHCID 17750909—
SolventTolueneHCID 1140—
Product2-(Azidomethyl)-4-methylthiazoleHCID 57486671—

Reaction Steps

Diphenylphosphoryl azide (DPPA) (1.2 eq) and 1,8-Diazabicyclo(5.4.0)undec-7-ene (DBU) (1.2 eq) were added to a stirred solution of (4-methylthiazol-2-yl)methanol (1 eq) in 7 ml anh. toluene under Ar. After stirring overnight, the solvent was removed in vacuo. Purification via flash chromatography yielded 2-(azidomethyl)-4-methylthiazole.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08299267B2
Source datasetuspto-grants-2012_10
ORD IDord-4642ff2254764fa3b2e2ad8466bf9080
Source noteuspto-grants-2012_10