NMR spectroscopic investigations with isatin guanylhydrazones

Abstract

The synthesis of some novel (substituted) guanylhydrazones of isatin, 5‐methylisatin and 1‐methylisatin is decribed. Moreover, detailed nmr‐spectroscopic studies (1H‐nmr, 13C‐nmr) with these compounds and previously known congeners are presented.

Contributions to the chemistry of 3‐cyanoacetylhydrazono‐2‐indolinones and X‐ray structure of Z‐3‐cyanoacetylhydrazono‐2‐indolinone monohydrate

“…In conclusion, the reported [34] spirocyclization of isatin cyanoacetylhydrazone (A) into oxadiazoline B is not a valid reaction and the real transformation was found to be an E/Z isomerization common [39][40][41][42][43][44][45][46][47][48][49][50] Germany) instrument, acceleration voltage 19 kV, reflection mode, nitrogen laser (337 nm), 50 μL solution of 2,5-dihydroxybenzoic acid (DHB) matrix (20 mg/mL MeOH) and 10 μL solution of the substance (5 mg/mL MeOH) were mixed and 0.5 μL of the mixture examined. Atomic emission Na determination: Varian SpectrAA 10 spectrometer (FES), at 589.0 nm, after HNO 3 /H 2 O 2 destruction.…”

The chemistry of isatins: a review from 1975 to 1999

“…Isatin and 1-alkylisatins furnish condensation products at the C-3 position when reacted with: hydrazine 236 , alkyl and arylhydrazines [237][238][239] , heteroarylhydrazines derived from pyrimidine 240 , pyrazine 241 , thiazole 242 , 1,2,4-triazine 243 , quinazoline 244,245 , benzimidazole 246,247 , benzothiazole 248,249 , phthalazine 250 , triazines 251,252 , as well as acylhydrazides of oxalic 253 , benzoic 254 , phenoxyacetic 255 and oxanilic acids 256 , arylsulfonylhydrazides 257 , guanylhydrazones 258 , semicarbazines 259 and thiosemicarbazides [260][261][262] .…”

Synthesis and biological evaluation of isatin oxime ether-tethered aryl 1H-1,2,3-triazoles as inhibitors ofMycobacterium tuberculosis

“…On irradiation of H-10 resonance, significant enhancement of H-4 (d, 7.83 ppm) was observed, confirming that compound 3 exists in E -configuration. 26 In addition to H-4, enhancement of H-12 was also observed.…”

“…1 H and 13 C NMR shift values are in accordance with the values reported for similar type of isatin oxime ethers. 26 The structure of compound 3 was established by means of NOE and 1 H– 15 N HMBC NMR studies. E -Configuration around the double bond in oxime ether 3 unequivocally follows from NOE-difference experiments (Fig.…”