✦ LIBER ✦

Photochemical Rearrangement of N-Substituted 2-Methyl-5-Nitro-1H-Imidazoles in the Presence of Water

✍ Scribed by Karl-Heinz Pfoertner; John J. Daly

Publisher: John Wiley and Sons
Year: 1987
Tongue: German
Weight: 229 KB
Volume: 70
Category: Article
ISSN: 0018-019X
DOI: 10.1002/hlca.19870700121

No coin nor oath required. For personal study only.

✦ Synopsis

The photochemical behaviour of 2-methyl-5-nitro-I H-imidazoles 1 in water-containing solutions has been studied. In a first reaction step, the photorearrangement of 1 yields 2-methyl-2-imidazoline-4,5-dione-4-oximes 2. Hydrolysis of 2 and subsequent elimination of water from a supposed intermediate 5 leads to 5-methyl-1,2,4-oxa-d1azole-3-carboxamides 4. The basic structure of 4 was determined by X-ray analysis of the derivative 4e. Further irradiation destroys the products 4 in part by light-induced hydrolysis.

📜 SIMILAR VOLUMES

Synthesis of 5-substituted 1-methyl-2-ni

Synthesis of 5-substituted 1-methyl-2-nitro-1H-imidazoles (2-14C)

✍ Giuseppe Sartori; Gian Carlo Lancini; Bruno Cavalleri 📂 Article 📅 1978 🏛 John Wiley and Sons 🌐 French ⚖ 288 KB 👁 1 views

l-Methyl-2-nitro-1K-imidazolea carrying d i f f e r e n t 5-side chain. (iaopropyl, hydroxymethylethyl, ethenyl) have been syn- t h e b e d l a b e l l e d with I 4 C a t C2 of t h e imidazole nucleua.

Convenient syntheses of 5-[(2-methyl-5-n

Convenient syntheses of 5-[(2-methyl-5-nitro-1H-imidazol-1-yl)methyl]-1,3,4-oxadiazole-2(3H)thione and N-substituted 2-amino-5-[(2-methyl-5-nitro-1H-imidazol-1-yl)methyl]-1,3,4-thiadiazoles

✍ Javad Mirzaei; Hooshang Pirelahi; Mohsen Amini; Abbas Shafiee 📂 Article 📅 2008 🏛 Journal of Heterocyclic Chemistry 🌐 English ⚖ 268 KB 👁 1 views

## Abstract magnified image Oxidation of metronidazole (**4**) with sodium dichromate yielded the corresponding 2‐(2‐methyl‐5‐nitro‐1__H__‐imidazol‐1‐yl)acetic acid (**5**) which was esterified with 1‐butanol to give butyl 2‐(2‐methyl‐5‐nitro‐1__H__‐imidazol‐1‐yl)acetate (**8**). Reaction of the l

ChemInform Abstract: Convenient Synthese

ChemInform Abstract: Convenient Syntheses of 5-[(2-Methyl-5-nitro-1H-imidazol-1-yl)methyl] -1,3,4-oxadiazole-2(3H)thione and N-Substituted 2-Amino-5- [(2-methyl-5-nitro-1H-imidazol-1-yl)methyl]-1,3,4-thiadiazoles.

✍ Javad Mirzaei; Mohsen Amini; Hooshang Pirelahi; Abbas Shafiee 📂 Article 📅 2008 🏛 John Wiley and Sons ⚖ 34 KB 👁 1 views

Synthesis and In-Vitro Antibacterial Act

Synthesis and In-Vitro Antibacterial Activity of 5-Substituted 1-Methyl-4-nitro-1H-imidazoles

✍ Bahram Letafat; Saeed Emami; Alireza Aliabadi; Negar Mohammadhosseini; Mohammad 📂 Article 📅 2008 🏛 John Wiley and Sons 🌐 English ⚖ 321 KB 👁 2 views

ChemInform Abstract: Synthesis and in vi

ChemInform Abstract: Synthesis and in vitro Antibacterial Activity of 5-Substituted 1-Methyl-4-nitro-1H-imidazoles.

✍ Bahram Letafat; Saeed Emami; Alireza Aliabadi; Negar Mohammadhosseini; Mohammad 📂 Article 📅 2008 🏛 John Wiley and Sons ⚖ 32 KB 👁 2 views

## Abstract ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 200 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

Synthesis and in vitro Leishmanicidal Ac

Synthesis and in vitro Leishmanicidal Activity of 2-(1-Methyl-5-nitro-1H-imidazol-2-yl)-5-substituted-1,3,4-thiadiazole Derivatives.

✍ Alireza Foroumadi; Saeed Emami; Shirin Pournourmohammadi; Arsalan Kharazmi; Abba 📂 Article 📅 2006 🏛 John Wiley and Sons ⚖ 20 KB 👁 2 views