𝔖 Bobbio Scriptorium
✦   LIBER   ✦

The synthesis of 3-[(dimethylamino)(2-phenyl-5-oxo-2-oxazolinyl-idene-4)methyl]imidazo[1,2-x]azines and related compounds, intermediates in the formation of azaaplysinopsin derivatives

✍ Scribed by Urška Bratušek; Aleš Hvala; Branko Stanovnik

Publisher
Journal of Heterocyclic Chemistry
Year
1998
Tongue
English
Weight
510 KB
Volume
35
Category
Article
ISSN
0022-152X

No coin nor oath required. For personal study only.

✦ Synopsis

Abstract

4‐(2‐Bromo‐1‐dimethylaminoethylidene)‐2‐phenyl‐5(4__H__)‐oxazolone (5) reacts with N,N‐dimethyl‐__N'‐__heteroarylformamidines 7 to form imidazoazine derivatives 9 with the oxazolone ring connected through a conjugated double bond to the fused imidazole system at position 3. Compounds 9 were transformed with sodium methoxide in methanol into 2‐benzoylamino‐3‐dimethylamino‐3‐imidazoazinylpropenoates 10, while by treatment with hydrochloric acid in methanol, 3‐(benzoylaminoacetyl)imidazoazines 12 were formed. The synthesis of compounds 9 represents a facile route to intermediates in the synthesis of azaaplysinopsin and related systems.

📜 SIMILAR VOLUMES

ChemInform Abstract: The Synthesis of 3-
ChemInform Abstract: The Synthesis of 3-[(Dimethylamino)(2-phenyl-5-oxo-2-oxazolinylidene-4)methyl]imidazo [1,2-x]azines and Related Compounds, Intermediates in the Formation of Azaaplysinopsin Derivatives.
✍ U. BRATUSEK; A. HVALA; B. STANOVNIK 📂 Article 📅 2010 🏛 John Wiley and Sons ⚖ 37 KB 👁 2 views

## Abstract ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable v

Regioselective Synthesis of Ethyl Pyrazo
Regioselective Synthesis of Ethyl Pyrazolecarboxylates from Ethyl 3-[(Dimethylamino)methylidene]pyruvate and Diethyl 3-[(Dimethylamino)methylidene]-2-oxosuccinate. Isolation of Ethyl 4,5-Dihydro-1-heteroaryl-5-hydroxy-1H-pyrazole-5-carboxylates as Stable Intermediates in the Pyrazole Ring Formation.
✍ Andrej Hanzlowsky; Blanka Jelencic; Simon Recnik; Jurij Svete; Amalija Golobic; 📂 Article 📅 2003 🏛 John Wiley and Sons ⚖ 157 KB 👁 1 views

## Abstract For Abstract see ChemInform Abstract in Full Text.

Regioselective synthesis of ethyl pyrazo
Regioselective synthesis of ethyl pyrazolecarboxylates from ethyl 3-[(dimethylamino)methylidene]pyruvate and diethyl 3-[(dimethylamino)methylidene]-2-oxosuccinate. Isolation of ethyl 4,5-dihydro-1-heteroaryl-5-hydroxy-1H-pyrazole-5-carboxylates as stable intermediates in the pyrazole ring formation
✍ Andrej Hanzlowsky; Blanka Jelenčič; Simon Rečnik; Jurij Svete; Amalija Golobič; 📂 Article 📅 2003 🏛 Journal of Heterocyclic Chemistry 🌐 English ⚖ 147 KB

## Abstract Reactions of ethyl 3‐[(__E__)‐(dimethylamino)methylidene]pyruvate (**3**) and 3‐[(dimethylamino)methyl‐idene]‐2‐oxosuccinate (**4**) with hydrazine monohydrochloride (**5a**) and (hetero)arylhydrazines (**5b‐i**) afforded, regioselectively, 1‐substituted ethyl 1__H__‐pyrazole‐5‐carboxyl

ChemInform Abstract: Methyl N-(Benzylsul
ChemInform Abstract: Methyl N-(Benzylsulfonyl)oxamate as a Probable Intermediate in the Synthesis of 4-Hydroxy-5-phenyl-3(2H)-isothiazolone 1,1-Dioxide from Phenylmethanesulfamide and Dimethyl Oxalate in the Presence of Bases.
✍ S. G. Zlotin; A. I. Gerasyuto 📂 Article 📅 2010 🏛 John Wiley and Sons ⚖ 30 KB 👁 2 views

Methyl N-(Benzylsulfonyl)oxamate as a Probable Intermediate in the Synthesis of 4-Hydroxy-5-phenyl-3(2H)-isothiazolone 1,1-Dioxide from Phenylmethanesulfamide and Dimethyl Oxalate in the Presence of Bases. -The base-mediated formation of the title isothiazolone dioxide (III) from phenylmethanesulfa