6533b85dfe1ef96bd12bdd7b
RESEARCH PRODUCT
Co(II)-mediated synthesis of 2-carbamimidoylbenzoates and isoindole-1,3-diaminates
Maximilian N. KopylovichKamran T. MahmudovKamran T. MahmudovMatti Haukkasubject
chemistry.chemical_classificationphthalonitrilesChemistryStereochemistrymetal assisted (mediated) synthesisOrganic Chemistrychemistry.chemical_elementN1oximesBiochemistryMedicinal chemistryPhthalonitrilechemistry.chemical_compoundNitrateDrug DiscoveryAcetone3-diaminatesIsoindoleCobaltta116alkyl 2-carbamimidoylbenzoatesN3-dialkyl-isoindole-1Alkyldescription
Abstract Phthalonitrile, acetoxime and cobalt(II) nitrate hexahydrate are combined in acetone with formation of stable and easy to handle Co(II) complex [Co{C6H4C(NH2)NC(ONCMe2)2}2](NO3)2 (1). Interaction of 1 with excess alcohols ROH (also used as solvents) and 2 equiv of (NH4)2S leads, in one-step, to alkyl 2-carbamimidoylbenzoate nitrates [C6H4COOR{2-C(NH2)2}]NO3 [R=CH3, C2H5, C3H7, CH(CH3)2]. Similarly, N1,N3-dialkyl-1H-isoindole-1,3-diaminate nitrates [C6H4C(NR′)NC(NR′)]NO3 [R=C3H7, C4H9, C(CH3)3, CH2CH2OH, CH2CH2SC2H5) can be directly produced from 1 by its reaction with 4 equiv of amines and 2 equiv of (NH4)2S in alcoholic media.
year | journal | country | edition | language |
---|---|---|---|---|
2015-11-01 | Tetrahedron |