61249-37-4Relevant articles and documents
Synthesis of heteroleptic copper(I) complexes with phosphine-functionalized thiosemicarbazones: An efficient catalyst for regioselective N-alkylation reactions
Ramachandran, Rangasamy,Prakash, Govindan,Vijayan, Paranthaman,Viswanathamurthi, Periasamy,Grzegorz Malecki, Jan
supporting information, p. 88 - 93 (2017/05/15)
Three new heteroleptic copper(I) complexes [Cu(PPh3)(PNS-H)] (1) (PNS-H?=?2-(2-(diphenylphosphino)benzylidene) thiosemicarbazone), [Cu(PPh3)(PNS-Me)] (2) (PNS-Me?=?2-(2-(diphenylphosphino)benzylidene)-4-methyl-3-thiosemicarbazone) and [Cu(PPh3)(PNS-Et)] (3) (PNS-Et?=?2-(2-(diphenylphosphino)benzylidene)-4-ethyl-3-thiosemicarbazone) have been synthesized and characterized by various spectral and analytical technique. The single-crystal X-ray diffraction study of complexes 2 and 3 confirmed the formation of complexes with Cu(I) ion, coordinated through P,N,S-donor atoms from the phosphino-thiosemicarbazone ligands. All the copper(I) complexes have been demonstrated as highly efficient catalysts for the synthesis of N-alkylated heterocyclic amine by the coupling of primary amines with alcohols at low catalyst loading, and the maximum yield was obtained up to 99%. The N-alkylation reactions were readily carried out under moderate conditions, and release of water was the only by-product. In addition, the effects of substituent's on the ligand, solvents, base and catalyst loading on the catalytic activity of the complexes have also been investigated. Advantageously, only one equivalent of the alcohol was consumed in the process.
Synthesis method of 2-aminobenzothiazole compounds
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Paragraph 0088; 0089; 0090, (2017/11/16)
The invention discloses a preparation method of 2-aminobenzothiazole compounds. The 2-aminobenzothiazole compounds is prepared from the following steps of dissolving phenyl/naphthalene isothiocyanateand primary amine into a solvent, adding a catalyst iodine and an oxidant, carrying out one-pot multi-step tandem reaction to prepare the 2-aminobenzothiazole compounds under the temperature of 80 to 150 DEG C. The synthesis method has the advantages that raw materials are cheap and easily available, the reaction condition is mild, the substrate application range is broad, atom economy is high, requirements of green chemical are met, and a novel method which is economical and practical and green and environmentally friendly is provided for synthesis of the 2-aminobenzothiazole compounds.
Structure-dependent tautomerization induced catalyst-free autocatalyzed N-alkylation of heteroaryl amines with alcohols
Li, Shuangyan,Li, Xiaohui,Li, Qiang,Yuan, Qiaochao,Shi, Xinkang,Xu, Qing
supporting information, p. 3260 - 3265 (2015/06/25)
Catalyst-free autocatalyzed dehydrative N-alkylation reactions of 2-aminobenzothiazoles, 2-aminopyrimidines, and 2-aminopyrazine with primary and secondary alcohols have been achieved for efficient, practical, and green synthesis of the versatile heteroaryl amine derivatives. These reactions were interestingly induced by structure-dependent tautomeric equilibria of the heteroaryl amines via MPV-O transfer hydrogenation of the imino tautomers by alcohols to give aldehydes as the key initiating step.