502173-45-7Relevant articles and documents
Iodine-DMSO mediated conversion of Narylcyanothioformamides to Narylcyanoformamides and the unexpected formation of 2-cyanobenzothiazoles
Ahmed, Saleh A.,Al-Hindawi, Bassam,Al-Masri, Harbi Tomah,Alzamly, Ahmed,Judeh, Zaher M. A.,Moussa, Ziad,Rasool, Faisal,Saada, Sara
, p. 6133 - 6148 (2022/03/31)
Cyanoformamides are ubiquitous as useful components for assembling key intermediates and bioactive molecules. The development of an efficient and simple approach to this motif is a challenge. Herein, we demonstrate the effectiveness of the I2-DMSO oxidative system in the preparation of Narylcyanoformamides from N-arylcyanothioformamides. The synthetic method features mild conditions, broad substrate scope, and high reaction efficiency. Furthermore, this method provides an excellent entry to exclusively afford 2-cyanobenzothiazoles which are useful substrates to access new luciferin analogs. The structures of all new products were elucidated by multinuclear NMR spectroscopy and high accuracy mass spectral analysis. Crystal-structure determination by means of single-crystal X-ray diffraction was carried out on (4-bromophenyl)carbamoyl cyanide, 5,6-dimethoxybenzo[d]thiazole-2- carbonitrile, 5-(benzyloxy)benzo[d]oxazole-2-carbonitrile, 4,7-dimethoxybenzo[d]thiazole-2-carbonitrile, and (5-iodo-2,4-dimethoxyphenyl)carbamoyl cyanide, a key intermediate with mechanistic implications.
Synthesis method of cyano-formamide compound
-
Paragraph 0045-0048, (2019/06/11)
The invention discloses a synthesis method of a cyano-formamide compound, and relates to the technical field of chemical synthesis. The cyano-formamide compound shown in the formula III is synthesizedfrom a 1-acyl-1-carbamyl oxime compound shown in the fo
A convenient synthesis of symmetrical N,N′-dialkylureas by the reactions of 4-chloro-5H-1,2,3-dithiazol-5-one with alkylamines
Chang, Yong-Goo,Lee, Hyi-Seung,Kim, Kyongtae
, p. 8197 - 8200 (2007/10/03)
Treatment of 4-chloro-5H-1,2,3-dithiazol-5-one with primary and secondary alkylamines (>2 equiv.) in CH2Cl2 at rt afforded symmetrical N,N′-disubstituted ureas in moderate to good yields. Similarly, the reactions with amino acid ester hydrochlorides in the presence of Et3N (>3 equiv.) under the same conditions gave symmetrical ureas.