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Synthesis and reaction of 5,6,7,8-tetrahydro-4H-oxazolo[4,5-c]azepin-4-ones
✍ Scribed by Young Kook Koh; Ki-Hwan Bang; Hong-Seok Kim
- Publisher
- Journal of Heterocyclic Chemistry
- Year
- 2001
- Tongue
- English
- Weight
- 60 KB
- Volume
- 38
- Category
- Article
- ISSN
- 0022-152X
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✦ Synopsis
Abstract
The synthesis of 5,6,7,8‐tetrahydro‐4__H__‐oxazolo[4,5‐c]azepin‐4‐ones 5a,b and 1,3‐benzoxazol‐4‐amines 4a,b are described starting from 4,5,6,7‐tetrahydro‐1,3‐benzoxazol‐4‐ones. Thionation of 5a,b followed by alkylation with ethyl bromoacetate led to the corresponding S‐alkyl azepines 7a,b.
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## Abstract Reaction of 5‐amino‐3‐methyl‐1‐phenylpyrazole (1a) and 5‐amino‐3‐(4‐chlorophenyl)‐1__H__‐pyrazole (1b) with dimedone (2) and __p__‐susbstituted benzaldehydes 3 in ethanol, afforded in all cases tricyclic linear 4‐aryl‐7,7‐dimethyl‐4,7,8,9‐tetrahydro‐6__H__‐pyrazolo[3,4‐__b__]quinolin‐5‐
## Abstract For Abstract see ChemInform Abstract in Full Text.
## Abstract The synthesis of new ligands for the H~3~ histamine receptor is described. These new compounds are spinacine derivatives obtained by alkylation or Michael reaction at C6 position.
## Abstract __N__‐(2‐Amino‐5,6,7,8‐tetrahydro‐6‐quinazolinyl)acetamide (**9**) and __N__‐(2,4‐diamino‐5,6,7,8‐tetrahydro‐6‐quinazolinyl)acetamide (**6**) were synthesized from __N__‐(4‐oxocyclohexyl)acetamide (**5**) as novel peptidomimetic building blocks. With similar purpose, __N__‐(6‐oxo‐5,6,7,