Chemical and Pharmaceutical Bulletin p. 1760 - 1767 (1994)
Update date:2022-08-22
Topics:
Tanno
Sueyoshi
Miyata
Transfer of nitroso groups, so-called transnitrosation, from aromatic N-nitroso compounds such as N-nitrosoureas, N-nitrosamides and N-nitrosamines, to aromatic amines or ureas was observed under non-acidic conditions at room temperature. Sterically hindered 3,3-dibenzyl-1-(4-tolyl)-1-nitrosourea (1a) rapidly nitrosates indoline, N-alkylanilines or 3-methyl-1-(4-tolyl)urea to give their N-nitroso derivatives. In the case of N,N-dimethylanilines, nitrosative demethylation occurs to give N-methyl-N-nitrosanilines. The transnitrosation is accelerated by electron-releasing groups on the nitroso acceptors, N-alkylanilines. The transnitrosation mechanism is considered to be as follows: N-nitrosourea (1) thermally decomposes to nitric oxide and ureidyl radical followed by formation of an O-nitrosoisourea intermediate (10), which acts as an NO-carrying agent and nitrosates anilines or ureas.
View More
Contact:+86-511-88790000
Address:338 North Yushan Rd, Zhenjiang, Jiangsu 212016
jiangsu hualin chemical co.,ltd.
Contact:86-25-87787402
Address:jaingsu,china
Qingdao Kingway Pharmtech Co., Ltd.
Contact:86-532-87118899
Address:No. 88, Middle Haixi Road, Jiaonan City, Qingdao, China
Jiangxi Province Bethel Pharmaceutical Co., Ltd.
Contact:+86-795-259 3456 ，+86-15957688008 13566650571
Address:Huangjindui Chemical Park， Shanggao County ，Yichun city，Jiangxi Province
Shijiazhuang Sdyano Fine Chemical Co., Ltd
Contact:+86-311-89830448
Address:NO.48 Ta Nan Road,Yuhua District,Shijiazhuang,Hebei,China
Doi:10.1016/j.bmc.2007.03.086
(2007)Doi:10.1016/0022-4596(83)90066-X
(1983)Doi:10.1039/b821842k
(2009)Doi:10.1021/tx9002808
(2010)Doi:10.1081/SCC-200032495
(2004)Doi:10.1021/ja963930k
(1997)
