856429-21-5

Upstream product

• 622-33-3 N-benzyloxyamine 
• 54255-12-8 2-Chloro-4,5-dihydro-1H-imidazole sulfate 
• 1262052-42-5 2-[(benzyloxy)imino]imidazolidine hydrochloride 

Downstream Products

• 41899-16-5 7-methyl-2,3-dihydro-1H-imidazo[1,2-a]pyrimidin-5-one 
• 65658-66-4 7-phenyl-2,3-dihydro-1H-imidazo[1,2-a]pyrimidin-5-one 
• 1359103-52-8 N-benzhydryl-O-benzyl-N-(4,5-dihydro-1H-imidazol-2-yl)hydroxylamine 
• 1359103-42-6 O-benzyl-N-(2,6-dichlorobenzyl)-N-(4,5-dihydro-1H-imidazol-2-yl)hydroxylamine 
• 1359103-54-0 O-benzyl-N-(4,5-dihydro-1H-imidazol-2-yl)-N-(naphthalen-1-ylmethyl)hydroxylamine 
• 1359103-56-2 O-benzyl-N-(4,5-dihydro-1H-imidazol-2-yl)-N-(naphthalen-2-ylmethyl)hydroxylamine 
• 1359103-40-4 O-benzyl-N-(4-chlorobenzyl)-N-(4,5-dihydro-1H-imidazol-2-yl)hydroxylamine 
• 1359103-60-8 O-benzyl-N-(4,5-dihydro-1H-imidazol-2-yl)-N-phenethylhydroxylamine 
• 1359103-58-4 O-benzyl-N-(4,5-dihydro-1H-imidazol-2-yl)-N-(1-phenylethyl)hydroxylamine 
• 1359103-44-8 O-benzyl-N-(4-tert-butylbenzyl)-N-(4,5-dihydro-1H-imidazol-2-yl)hydroxylamine 
• 1359103-38-0 O-benzyl-N-benzyl-N-(4,5-dihydro-1H-imidazol-2-yl)hydroxylamine 
• 1359103-62-0 O-benzyl-N-(4,5-dihydro-1H-imidazol-2-yl)-N-(2-phenylpropyl)hydroxylamine 
• 1359103-46-0 O-benzyl-N-(4,5-dihydro-1H-imidazol-2-yl)-N-(3,5-dimethoxybenzyl)hydroxylamine 
• 1359103-50-6 O-benzyl-N-(biphenyl-3-ylmethyl)-N-(4,5-dihydro-1H-imidazol-2-yl)hydroxylamine 

Relevant academic research and scientific papers

Synthesis of 2,3-dihydroimidazo[1,2-a]pyrimidin-5(1H)-ones by the domino Michael addition retro-ene reaction of 2-alkoxyiminoimidazolidines and acetylene carboxylates

2-Alkoxyiminoimidazolidines 2-3 react with acetylene dicarboxylates and ethyl phenylpropiolate to give 8-alkoxy-imidazo[1,2-a]pyrimidin-5(3H)-ones C, which subsequently undergo a sterically induced multihetero-retro-ene fragmentation to give imidazo[1,2-a]pyrimidin-5(1H)-ones 4-7 together with formaldehyde or benzaldehyde. On the other hand, a similar reaction of 2-3 with ethyl propiolate gives corresponding 8-alkoxy-imidazo[1,2-a]pyrimidin-5(3H)-ones 8-10. The unsubstituted imidazo[1,2-a]pyrimidin-5(1H)-one 11 can be prepared by retro-ene reaction of 9 upon prolonged heating in refluxing ethanol. A direct synthetic approach to 1-formyl-7-phenyl-imidazo[1,2-a]pyrimidine-5(1H)-one 14 is reported using DMF/sulfonyl chloride as a new Vilsmeier-type N-formylating reagent.

2-[(arylmethoxy)imino]imidazolidines with potential biological activities

A series of 2-[(arylmethoxy)imino]imidazolidines was synthesized by reacting 2-chloro-4,5-dihydroimidazole with corresponding O- arylmethylhydroxylamines and evaluated for their α1-, α2-adrenergic and imidazoline I1, I2 receptor binding affinities. The most potent 2-[(naphthalen-1-ylmethoxy)imino] imidazolidine showed a high selectivity and good affinity for the [ 3H]prazosin-labeled α1-adrenoceptors (Ki = 107 nM). Representative compounds of this series were also tested in vivo for possible circulatory effects in rats after intravenous administration.