38514-89-5

Upstream product

• 577-19-5 2-nitrophenyl bromide 
• 87-62-7 2,6-dimethylaniline 
• 88-73-3 2-Chloronitrobenzene 
• 1493-27-2 ortho-nitrofluorobenzene 

Downstream Products

• 6510-65-2 1-methyl-9H-carbazole 
• 610-51-5 4-methyl-acridine 
• 82757-38-8 1-(2,6-dimethylphenyl)-1H-benzo[d][1,2,3]triazole 
• 260-94-6 acridine 
• 105201-08-9 2-amino-2',6'-dimethyldiphenylamine hydrochloride 

Relevant academic research and scientific papers

Preparation method of pyrazole bistriazolylphosphine compound

The invention discloses a preparation method of a pyrazole bistriazolylphosphine compound. The invention discloses a preparation method of a compound as shown in a formula I. The preparation method comprises the following step: under the action of an alkali, carrying out a phosphonation reaction process as shown in the specification on a compound as shown in a formula II and a compound as shown ina formula III in a solvent in the presence of protective gas to obtain the compound as shown in the formula I, wherein R1 is hydrogen, a C1-C6 alkyl group or a phenyl group, R2 and R3 are phenyl, R4and R5 are independently a C1-C6 alkyl group, a C3-C8 cycloalkyl group or a phenyl group and x is halogen. The pyrazolyl bistriazolylphosphine compound obtained by the preparation method disclosed bythe invention is stable in property, excellent in catalytic effect and high in selectivity, and can be applied to catalytic coupling of amine, boric acid compounds and halides.

ELECTROACTIVE METAL COMPLEXES

Disclosed is a compound having Formula I: In Formula I: Ar is aryl or deuterated aryl; R1 and R2 are the same or different and can be alkyl, silyl, aryl, deuterated alkyl, deuterated silyl, or deuterated aryl; R3-R5/

Syntheses and15N NMR Spectra of Iminodiaziridines - Ring-Expansions of 1-Aryl-3-iminodiaziridines to 1H- and 3aH-Benzimidazoles, 2H-Indazoles, and 5H-Dibenzo[d,f] [1,3]diazepines

Iminodiaziridines are synthesized, by (i) 1,3-dehydrochlorination with potassium, teri-butoxide of N-chloroguanidines, generated in situ from. N,N′,N″-substituted guanidines with tert-butyl hypochlorite, and (ii) base-mediated 1,3-elimination of sulfuric acid from N,N',N″- substituted hydroxyguanidine O-sulfonic acids. At elevated temperatures, (alkylimino)diaziridines undergo valence isomerization by 1,3shift, [2+1] cycloelimination to afford isocyanides and diazenes, and ring-opening elimination to yield alkylideneguanidines. N′-Aryl-N-hydroxyguanidine O-sulfonic acids furnish (N-arylimino)diaziridines, but no 1-aryl-3- iminodiaziridines, instead giving rearranged isomere. Precursors containing perdeuterated feri-butyl groups give rearranged products that show complete scrambling. This indicates that l-aryl-3iminodiaziridines are intermediates that undergo very rapid I degenerate valence isomerization. Provided that the ortho aryl positions are substituted, high yields of (arylimino)diaziridines are obtained, along with 2-imino-2,3-dihydro-3aHbenzimidazoles, Otherwise, 2-amino-lH-benzimidazoles and strongly fluorescent 3-amino-2H-indazoles, originating from rearrangements of the elusive l-aryl-3-iminodiaziridines, predominate. N',N″-Diaryl-N-hydroxyguanidine O-sulfonic acids give only rearranged products: a 2-amino-1H-benzimidazole and a 6-amino-5H-dibenzo[d,f][1. 3]diazepine if aryl = phenyl, or a 2-imino-2,3-dihydro-3aH-benzimidazole if aryl = mesityl. 3aH-Benzimidazoles slowly dimerize through Diels-Alder reactions. 15N NMR signals were assigned, to the syn and anti ring nitrogen atoms of iminodiaziridines with the help of a combination of homonuclear NOE and HNHMBC or HN-gHMBC experiments.

An improved synthesis of N-substituted-2-nitroanilines

The reaction of 2-chloronitrobenzene with substituted amines/ anilines in the presence of DBU (1,8-diazabicyclo[5.4.0]undec-7-ene) gives N-substituted-2-nitroanilines in good to excellent yields (>75-90%).

Generation and Rearrangement of 4aH-carbazoles

The benzotriazoles (12a-c) bearing ortho-blocked 1-aryl substituents have been decomposed thermally by flash vacuum pyrolysis, and photochemically by irradiation in acetonitrile at 254 nm.The pyrolyses are complex giving mainly mono- and di-methylcarbazoles from (12a), di- and trimethylcarbazoles from (12b), and a tetra- and a penta-methylcarbazole from (12c).All of these products could be formed by generation of 4aH-carbazole intermediates (24) with subsequent thermally-allowed sigmatropic rearrangements (Scheme 6).The photolyses give a different set of products consisting mainly of the cyclopentaquinolines (27a-c) from (12a-c), respectively.These products could be formed from the same 4aH-carbazoles (24) which now undergo photochemical, aza-di-?-methane, rearrangements to give intermediates (29) and hence products (27) (Scheme 7).The 4a-methyl intermediate (29c) is intercepted as the adduct (30) in an extended cycloaddition reaction with acrylonitrile.Key reaction products were synthesized by independent methods.