Monatshefte fur Chemie p. 901 - 908 (2003)
Update date:2022-08-03
Topics:
Jarecka, Danuta
Besch, Anita
Otto, Hans-Hartwig
The reaction of methyl saccharin-2-acetate with hydrazine gave no 3-hydrazino derivative of saccharin as reported in literature, but yielded with ring opening the benzohydrazide derivative. The analogue reaction was observed when saccharin-2-(2-propionate) was reacted with hydrazine. Furthermore, using an excess of hydrazine, the ester group was transformed into the carbohydrazide too. All hydrazides were fully characterized as hydrazones by reactions with different ketones. The 3-thioxo compounds were prepared by reactions with P 2S5, but the yield was improved by using Lawesson's reagent. No attack at the ester group was observed. Finally, reactions of the saccharin-2-carboxylate with some amino acids gave substituted benzamides by attack at position 3 and ring opening. In none of the reactions of the saccharin derivatives with nitrogen nucleophiles a formal substitution of the 3-oxo group was observed.
View MoreSHANGHAI GILEADER ADVANCE MATERIAL TECHNOLOGY CO.,LTD
Contact:+86-021-58692556
Address:No.6 Building,No. 668 Hengan RD Pudong,Shanghai
Jiangxi Hessence Chemicals Co., Ltd.
Contact:+86 796 3511924
Address:Chengxi Industrial Park, Jishui County, Jiangxi Province 331600 China.
JIANGXI ZHANGFENG CHEMICAL CO., LTD.
Contact:+86-0799-3413066
Address:Xiyuan village, Xiabu Town, Xiangdong District
JOY (TIANJIN) TECHNOLOGY AND DEVELOPMENT CO., LTD.
Contact:+86-22-66666666
Address:Tianjin
Contact:86-25-58619180
Address:Nanjing High-Tech Zone 10 Xinghuo Road Pukou District Nanjing, Jiangsu 210061 The People's Republic of China
Doi:10.1021/ja9621354
(1996)Doi:10.1055/s-0031-1290208
(2012)Doi:10.1016/S0040-4039(96)02063-1
(1996)Doi:10.1016/0040-4039(96)00726-5
(1996)Doi:10.1139/v96-230
(1996)Doi:10.1002/anie.202110619
(2021)