CAS 1266134-54-6, Cat. No EN300-12441216
Reagent for diazo-transfer and azide formation
2-Azido-1,3-dimethylimidazolinium hexafluorophosphate (ADMP) is an efficient reagent for diazo-transfer, converting primary amines into organic azides1 or diazotizing a range of 1,3-dicarbonyl compounds to form diazo compounds in high yields under mild conditions2. It is a stable crystalline non-explosive solid that can be safely used without metal catalysts. ADMP has a broad substrate scope, working effectively with aryl- and alkylamines, and offers a safer alternative to other diazo-transfer reagents. ADMP is effective in the reactions with 1,3-dicarbonyl compounds such as diketones, ketoesters, ketoamides, and cyclic 1,3-dicarbonyls.
Synonyms: 2-azido-1,3-dimethylimidazolinium hexafluorophosphate; 2-azido-1,3-dimethylimidazolium hexafluorophosphate; ADMP
Selected publications
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Reagent for Safe and Efficient Diazo-Transfer to Primary Amines: 2-Azido-1,3-Dimethylimidazolinium Hexafluorophosphate.
Kitamura M.; Kato S.; Yano M.; Tashiro N.; Shiratake Y.; Sando M.; Okauchi T. Org Biomol Chem 2014, 12 (25), 4397–4406. DOI: 10.1039/c4ob00515e
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2-Azido-1,3-Dimethylimidazolinium Salts: Efficient Diazo-Transfer Reagents for 1,3-Dicarbonyl Compounds.
Kitamura M.; Tashiro N.; Miyagawa S.; Okauchi T. Synthesis (Stuttg) 2011, 7, 1037–1044. DOI: 10.1055/s-0030-1258457