Monatshefte fur Chemie p. 317 - 332 (1983)
Update date:2022-08-03
Topics:
Schweiger, Klaus
Aminolyses of 4-dialkylamino- and 4-alkylamino-2-methylthiothiopyranyliden iodids 2 resp. under various reaction conditions leads to assymmetrically or symmetrically substituted 2,4-bisamino- or 2,4-bisdialkylamino- and 2-alkylamino-4-dialkylamino- or 2-dialkylamino-4-alkylamino- or 2-amino-4-dialkylaminodihydrothiopyranylium iodides 3, 4, 5, 6 resp.On treatment with alkali 4-alkylamino- and 4-dialkylamino-2-alkylaminothiopyranylium iodides 3, 4 are hydrolysed to the 2-alkylimino-2H-thiopyranes 7. 4-Alkylamino-2-dialkylaminothiopyranylium iodides 5 react with alkali to give three products: the two stereoisomeres 2-dialkylamino-4-alkylimino-4H-thiopyranes 9 A,B and the N,N-substituted α,β,γ,δ-unsaturated thiocarboxamide 10.The hydrolysis of 2,4-bisdialkylaminothiopyranylium iodide 6a leads to the 2-dialkylamino-4H-thiopyran-4-one 11a, the 4-dialkylamino-2H-thiopyrane-2-one 12 and the N,N-substituted unsaturated thiocarboxamide 10d. α,β,γ,δ-unsaturated thiocarboxamides 10 a-c are formed by the reaction of 2-amino-4-dialkylaminothiopyranylium iodides 3 a-c with diluted alkali.By heating with acids 10 a-c are cyclisized to the 2-aminothiopyranylium derivates 3. - Keywords: Alkylaminothiopyranylium iodides; 2-Alkylimino-2H-thiopyranes; 4-Alkylimino-4H-thiopyranes; 2,4-Diaminothiopyranylium iodides; Thiocarboxamides, α,β,γ,δ-unsaturated
View MoreContact:+86-511-88790000
Address:338 North Yushan Rd, Zhenjiang, Jiangsu 212016
Shanghai Gsyn Chemical Co.,Ltd.
Contact:86-021-67158290
Address:86-021-67158291
Rudong Zhenfeng Yiyang Chemical Co., Ltd.
Contact:0513-84573047
Address:South Fengli Town, Rudong County, Jiangsu Province, China
Cangzhou Senary Chemical Science-tech Co., Ltd
Contact:+86-317-3563899, 3563699
Address:168 Jinde Road, Cangzhou, Hebei, China
JiangXi Keyuan Biopharma Co., LTD.
Contact:+86-563-6833666
Address:Guangde Fine Chemical Zone, Anhui Province, China
Doi:10.1021/ic0509940
(2005)Doi:10.1002/jhet.5570420608
(2005)Doi:10.1021/jo702091e
(2008)Doi:10.1016/j.carres.2018.04.008
(2018)Doi:10.1002/jhet.5570420620
(2005)Doi:10.1021/jo00169a029
(1983)