22236-91-5Relevant articles and documents
Surprising formylations with methylformamidopyridines and oxalyl chloride
Cheng, Ying,Liu, Qing-Xiang,Meth-Cohn, Otto
, p. 3475 - 3478 (2000)
4-N-(Methylformamido)pyridine with (COCl)2 gives the corresponding Vilsmeier reagent which reacts with 4-substituted dimethylanilines to produce 5-substituted-N-methylisatins. The corresponding 2-N- (methylformamido)pyridine under the same conditions generates benzo[2,3]pyrido[6,7-b][1,5]diazocines. (C) 2000 Elsevier Science Ltd.
Deep eutectic solvent promoted highly efficient synthesis of N, N'-diarylamidines and formamides
Azizi, Najmadin,Gholibeglo, Elham,Babapour, Mahbobe,Ghafuri, Hossein,Bolourtchian, Seyed Mohammad
, p. 768 - 773 (2012/10/30)
A deep eutectic solvent was used as a dual catalyst and reaction medium for the efficient N-formylation of aromatic amines without hazardous organic solvent and catalyst. Treatment of aromatic amines with trimethyl orthoformate and formic acid in deep eutectic solvent at 70 °C gives the corresponding N-formyl derivatives in good to excellent yields. This simple ammonium deep eutectic solvent, easily synthesized from choline chloride and SnCl2, with 100% atom economy and making it applicable to industry and laboratory. Furthermore, heating the trimethyl orthoformate and aromatic primary amines in the deep eutectic solvent results in formation of the corresponding N,N'-diarylamidines in high yields.
A NEW METHOD FOR THE PREPARATION OF SUBSTITUTED 2-PYRIMIDINYL- AND s-TRIAZINYL-FORMAMIDE OXIMES. FORMYLATION OF HETEROCYCLIC AMINES WITH TRISFORMAMINOMETHANE
Stanovnik, Branko,Zmitek, Janko,Tisler, Miha
, p. 2173 - 2176 (2007/10/02)
A novel method for the preparation of substituted 2-pyrimidinyl- and s-triazinyl-formamide oximes is described.Heterocyclic amines 1 are first converted with trisformaminomethane, as the most powerful formylating agent, into formylamino derivatives 3.These give by treatment with hydroxylamine the corresponding formamide oximes 4 in yields up to 95percent.
