3034-50-2Relevant articles and documents
Regioselective n-alkylation of 4-formylimidazole
Su, Qiaogong,Wood, Jeffery L.
, p. 3383 - 3389 (2000)
We describe here a high yield and highly regioselective N-alkylation of 4-formylimidazole via reversible Michael Reaction.
A simple and efficient synthesis of N-protected imidazole-4-carbaldehyde
Winter,Retey
, p. 245 - 246 (1994)
Successive addition of BuLi, triethylsilyl chloride, s-BuLi and DMF to 1- (N,N-dimethylsulfamoyl)imidazole (1) yields pure 1-(N,N-dimethylsulfamoyl)- 2-(triethylsilyl)imidazole-4-carbaldehyde (2) as judged by 1H NMR spectroscopy. Treatment of 2 with 2 N HCl leads to free imidazole-4- carbaldehyde (3) (overall yield 70.2%).
Method for preparing 1H-imidazole-4-carbonitrile
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Paragraph 0034; 0043-0049, (2019/02/26)
The invention discloses a method for preparing 1H-imidazole-4-carbonitrile, and particularly relates to the technical field of fine chemical product preparation. The method for preparing 1H-imidazole-4-carbonitrile comprises the following steps: step (1) oxidation reaction: performing oxidation on 4-hydroxymethylimidazole to obtain 1H-imidazole-4-carboxaldehyde; step (2) oximation reaction: performing oximation reaction on the 1H-imidazole-4-carboxaldehyde prepared in the step (1) to obtain 4-formaldoximido imidazole; and step (3) dehydration reaction: performing dehydration reaction on the 4-formaldoximido imidazole prepared in the step (2) to obtain 1H-imidazole-4-carbonitrile. The method provided by the invention has the advantages of reducing many steps due to intermediates are not purified from the beginning of the reaction to the end of the process, reducing energy consumption due to high and low temperature equipment is not used, reducing environmental pollution due to acidic wastewater is not generated, and having a high yield of products; the invention proposes a complete process route for synthesizing 1H-imidazole-4-carbonitrile by using 4-hydroxymethylimidazole as a rawmaterial; and the method is simple in process and easy to realize industrial production.
Halogen–metal exchange on bromoheterocyclics with substituents containing an acidic proton via formation of a magnesium intermediate
Tian, Qingqiang,Shang, Suqin,Wang, Huajun,Shi, Guoqiang,Li, Zhiyao,Yuan, Jianyong
supporting information, (2017/12/05)
A selective and practical bromine–metal exchange on bromoheterocyclics bearing substituents with an acidic proton under non-cryogenic conditions was developed by a simple modification of an existing protocol. Our protocol of using a combination of i-PrMgCl and n-BuLi has not only solved the problem of intermolecular quenching that often occurred when using alkyl lithium alone as the reagent for halogen–lithium exchange, but also offered a highly selective method for performing bromo–metal exchange on dibrominated arene compounds through chelation effect.
An expedient osmium(vi)/K3Fe(CN)6-mediated selective oxidation of benzylic, allylic and propargylic alcohols
Fernandes, Rodney A.,Bethi, Venkati
, p. 40561 - 40568 (2015/02/18)
A chemoselective osmium(vi) catalyzed oxidation of benzylic, allylic and propargylic alcohols using K3Fe(CN)6as a secondary oxidant is described. This protocol is operationally simple and exhibits excellent chemoselectivity favouring the oxidation of benzylic alcohols over the aliphatic alcohols. A larger scale reaction was also found to be compatible. This journal is