78046-36-3

Upstream product

• 7089-34-1 ((Z)-3-Dimethylamino-2-phenyl-allylidene)-dimethyl-ammonium; perchlorate 
• 103-82-2 phenylacetic acid 
• 62084-97-3 2,3-dihydro-6-phenyl-1,4-diazepinium perchlorate 
• 74-88-4 methyl iodide 
• 110-70-3 N,N`-dimethylethylenediamine 
• 7089-34-1 ((E)-3-Dimethylamino-2-phenyl-allylidene)-dimethyl-ammonium; perchlorate 

Relevant academic research and scientific papers

Alkylation of 2,3-Dihydro-1,4-diazepinium Salts

N-Unsubstituted 2,3-dihydro-1,4-diazepinium salts 4a-d are N-methylated readily (--> 5a-d) by using iodomethane and potassium carbonate in dimethylformamide.The 2,3-dihydro-5,7-diphenyl-1,4-diazepinium salt 4d could be N-ethylated but not N-isopropylated, presumably for steric reasons.Vicinal crowding between 1,4-alkyl and 5,7-phenyl substituents at the dihydrodiazepinium ring is evident from NMR spectra. 2,3-Dihydro-6-(hydroxyphenyl)-1,4-diazepinium salts (2a,b) are methylated first at the nitrogen atoms (--> 1a, b) and only then at the hydroxy group (--> 3a, b).

Experiments towards the Preparation of 6-Hydroxy-, 6-Methoxy-, and 6-(Hydroxyphenyl)-2,3-dihydro-1,4-diazepinium Salts and 1,2-Dihydro-5-(hydroxyphenyl)-2-oxopyrimidinium Salts

The preparation of a number of 2,3-dihydro-6-(hydroxyphenyl)-1,4-diazepinium salts (11c-f) and of 1,2-dihydro-5-(hydroxyphenyl)-2-oxopyrimidinium salts (17a, b) from 3-(hydroxyphenyl)vinamidinium salts (10b,c) is described.Attempted preparation of a 3-(2-

Diazepines. Part 25. Preparation and Properties of 6-Aryl-2,3-dihydro-1,4-diazepinium Salts. Electronic Interaction between the Rings and Steric Inhibition thereof

A variety of 6-aryldihydrodiazepinium salts (including also 6-biphenyl-4-yl, 6-α-naphthyl, and 6-N-pyridyl) has been prepared, mostly by reactions of 1,2-diamines with 3-aryl-1,5-diazapentadienium salts.The electron-rich dihydrodiazepinium cation activates the 6-aryl substituent towards electrophilic attack, and halogenation and nitration take place at the p-position.Substituents vicinal to the ring junction in either the six- or seven-membered rings inhibit this reactivity, presumably by preventing coplanarity of the two rings; the 13C n.m.r. spectra of these vicinally substituted compounds also show the lowered electronic interactions between the rings.NN'-diphenyl and NN'-dibenzyl substituents also inhibit electrophilic substitution in the 6-phenyl ring.Solution in deuteriosulphuric acid generates a stable radical species.Nucleophiles (monoamines, diamines, sodium hydroxide) attack the 5- and 7-positions of the diazepine ring.The 13C n.m.r. and mass spectra of these compounds are discussed.