99028-48-5

Upstream product

• 5333-86-8 ethyl benzimidate hydrochloride 
• 3282-30-2 pivaloyl chloride 
• 100-47-0 benzonitrile 

Downstream Products

• 107465-81-6 N-[(2,2-Dimethyl-4,6-dioxo-[1,3]dioxan-5-ylidene)-phenyl-methyl]-2,2-dimethyl-propionamide 
• 107465-86-1 2-tert-Butyl-4-phenyl-[1,3]oxazin-6-one 
• 100656-33-5 1-tert-Butyl-1,3-diethoxy-3-phenyl-2-azaallenium-hexachloroantimonat 
• 1042958-35-9 C₂₉H₃₃N₅O₂ 
• 1313222-42-2 N-{[3-({[(2,2-dimethylpropionylimino)(phenyl)methyl]amino}methyl)benzylamino](phenyl)methylidene}-2,2-dimethylpropionamide 
• 1313222-41-1 N-[(5-{[(2,2-dimethylpropionylimino)(phenyl)methyl]amino}pentylamino)(phenyl)methylidene]-2,2-dimethylpropionamide 
• 1313222-50-2 N-(1-{2-[bis(2-{[(2,2-dimethylpropionylimino)(phenyl)methyl]amino}ethyl)amino]ethylamino}-2,2-dimethylpropylidene)benzamide 
• 1042958-28-0 N-[(2-{[(2,2-dimethylpropionylimino)(phenyl)methyl]amino}ethylamino)(phenyl)methylidene]-2,2-dimethylpropionamide 
• 1042958-32-6 N-[(3-{[(2,2-dimethylpropionylimino)(phenyl)methyl]amino}propylamino)(phenyl)methylidene]-2,2-dimethylpropionamide 
• 100656-34-6 1-tert-Butyl-1,3-diethoxy-3-phenyl-2-azaallenium-tetrafluoroborat 

Relevant academic research and scientific papers

Synthesis and Structure of Alkyl N-Acylimidates

Alkyl N-acylimidates 1 are prepared more easily and in higher yields than before by reaction of alkyl imidate hydrochlorides 5 with acyl halides 7 in the presence of 2.2 mol of base (14 examples).The X-ray analysis of a crystalline derivative (1dbd) shows, that the C=N- and C=O parts are twisted significantly (torsional angle 77.6 deg).The stereochemical, dynamic and electronic properties of the compounds 1 are interpreted by means of ab initio 3-21 G calculations on conformers of the parent system HO-CH=N-CH=O (8).Low rotational (ca. 6 kcal/mol) and inversional (max. 8 kcal/mol) barriers indicate the many favourable electronic interactions between the C=N- and the C=O groups in such N-functionalised imine derivatives.The compound 1 are significantly higher in energy than bisacylamines and are therefore suggested to be superior, more reactive synthetic C-N-C building blocks.The spectroscopic properties (IR, 13C- and 1H NMR, MS) are given and discussed.