On the reaction of 3‐nitro‐1,2‐phenylenediamine with ethyl acetoacetate. Condensed dihydrodiazepinones | Zendy

Puodžiūnaitė Benedikta | Zendy; Kosychova Lidija | Zendy; Stumbrevičiūtė Zita | Zendy; Jančienė Regina | Zendy; Talaikytė Zita | Zendy

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On the reaction of 3‐nitro‐1,2‐phenylenediamine with ethyl acetoacetate. Condensed dihydrodiazepinones

Author(s) -

Puodžiūnaitė Benedikta,

Kosychova Lidija,

Stumbrevičiūtė Zita,

Jančienė Regina,

Talaikytė Zita

Publication year - 1999

Publication title -

journal of heterocyclic chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.321

H-Index - 59

eISSN - 1943-5193

pISSN - 0022-152X

DOI - 10.1002/jhet.5570360430

Subject(s) - chemistry , ethyl acetoacetate , nitro , derivative (finance) , condensation , medicinal chemistry , boiling , organic chemistry , catalysis , alkyl , physics , financial economics , economics , thermodynamics

Condensation of 3‐nitro‐1,2‐phenylenediamine with ethyl acetoacetate in boiling xylene gave two isomeric 2,3‐dihydro‐4‐methyl‐9‐nitro‐ and 2,5‐dihydro‐4‐methyl‐6‐nitro‐1 H ‐1,5‐benzodiazepin‐2‐ones, the 9‐nitro derivative thermal rearrangement product N ‐isopropenyl‐4‐nitrobenzimidazolone and a non cyclic acetoacetamide derivative. At room temperature these reactants afforded 2,3‐dihydro‐2‐ethoxycarbonyl‐methyl‐2‐methyl‐4‐nitrobenzimidazole.

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