Title:
PREPARATION METHOD FOR ACETAMIDE COMPOUND BY MEANS OF GREEN VISIBLE-LIGHT CATALYSIS
Document Type and Number:
WIPO Patent Application WO/2023/040106
Kind Code:
A1
Abstract:
Disclosed in the present invention is a preparation method for an acetamide compound by means of green visible-light catalysis. In the method, LED lamps are used as light sources to provide energy, and economically available aromatic amines and aliphatic amines and commercially available 2,3-butanedione are used as reaction substrates. Compared with the prior art, the method of the present invention has the following advantages: 1) a green, efficient, energy-saving, and environmentally friendly visible-light catalysis reaction mode is used; 2) a reaction system is simple, there is a wide range of substrates, and there is no need to add a metal catalyst and a dehydrating agent; 3) the reaction yield is relatively high; 4) reaction conditions are mild; 5) operations are relatively simple; and 6) raw materials are cheap and easily available.
Inventors:
WAN XIAOBING (CN)
LIAN PENGCHENG (CN)
LI RUYI (CN)
WAN XIAO (CN)
XIANG ZIXIN (CN)
LIU HANG (CN)
CAO ZHIYU (CN)
LIAN PENGCHENG (CN)
LI RUYI (CN)
WAN XIAO (CN)
XIANG ZIXIN (CN)
LIU HANG (CN)
CAO ZHIYU (CN)
Application Number:
PCT/CN2021/139829
Publication Date:
March 23, 2023
Filing Date:
December 20, 2021
Export Citation:
Assignee:
UNIV SOOCHOW (CN)
International Classes:
C07C231/10; C07B43/06; C07C233/05; C07C233/07; C07C233/13; C07C233/15; C07C233/18; C07C233/25; C07C233/36; C07C233/43; C07C233/54; C07C253/30; C07C255/29; C07C255/60; C07C303/40; C07C311/08; C07D209/08; C07D213/81; C07D277/62; C07D295/185; C07D401/04; C07D471/04
Foreign References:
| CN113717071A | 2021-11-30 | |||
| CN110698360A | 2020-01-17 | |||
| CN101300225A | 2008-11-05 | |||
| CN106674040A | 2017-05-17 | |||
| CN112661584A | 2021-04-16 | |||
| CN111574477A | 2020-08-25 | |||
| CN110668967A | 2020-01-10 | |||
| CN111675633A | 2020-09-18 |
Other References:
LIAN PENGCHENG, LI RUYI, WAN XIAO, XIANG ZIXIN, LIU HANG, CAO ZHIYU, WAN XIAOBING: "Acetylation of alcohols and amines under visible light irradiation: diacetyl as an acylation reagent and photosensitizer", ORGANIC CHEMISTRY FRONTIERS, vol. 9, no. 2, 21 January 2022 (2022-01-21), pages 311 - 319, XP093048238, ISSN: 2052-4129, DOI: 10.1039/D1QO01613J
RAN MAOGANG, HE JIAXIN, YAN BOYU, LIU WENBO, LI YI, FU YUNFEN, LI CHAO-JUN, YAO QIULI: "Catalyst-free generation of acyl radicals induced by visible light in water to construct C–N bonds", ORGANIC & BIOMOLECULAR CHEMISTRY, ROYAL SOCIETY OF CHEMISTRY, vol. 19, no. 9, 7 March 2021 (2021-03-07), pages 1970 - 1975, XP093048239, ISSN: 1477-0520, DOI: 10.1039/D0OB02364G
JUAN MA; FENG ZHANG; JINGYU ZHANG; HANG GONG: "Cobalt(II)‐Catalyzed N‐Acylation of Amines through a Transamidation Reaction", EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, WILEY-VCH, DE, vol. 2018, no. 35, 12 June 2018 (2018-06-12), DE , pages 4940 - 4948, XP072118337, ISSN: 1434-193X, DOI: 10.1002/ejoc.201800253
YANG YU-MING, YAN WEI, HU HAN-WEI, LUO YIMIN, TANG ZHEN-YU, LUO ZHUANGZHU: "Photoinduced Acetylation of Anilines under Aqueous and Catalyst-Free Conditions", THE JOURNAL OF ORGANIC CHEMISTRY, AMERICAN CHEMICAL SOCIETY, vol. 86, no. 17, 3 September 2021 (2021-09-03), pages 12344 - 12353, XP093048240, ISSN: 0022-3263, DOI: 10.1021/acs.joc.1c01290
RAN MAOGANG, HE JIAXIN, YAN BOYU, LIU WENBO, LI YI, FU YUNFEN, LI CHAO-JUN, YAO QIULI: "Catalyst-free generation of acyl radicals induced by visible light in water to construct C–N bonds", ORGANIC & BIOMOLECULAR CHEMISTRY, ROYAL SOCIETY OF CHEMISTRY, vol. 19, no. 9, 7 March 2021 (2021-03-07), pages 1970 - 1975, XP093048239, ISSN: 1477-0520, DOI: 10.1039/D0OB02364G
JUAN MA; FENG ZHANG; JINGYU ZHANG; HANG GONG: "Cobalt(II)‐Catalyzed N‐Acylation of Amines through a Transamidation Reaction", EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, WILEY-VCH, DE, vol. 2018, no. 35, 12 June 2018 (2018-06-12), DE , pages 4940 - 4948, XP072118337, ISSN: 1434-193X, DOI: 10.1002/ejoc.201800253
YANG YU-MING, YAN WEI, HU HAN-WEI, LUO YIMIN, TANG ZHEN-YU, LUO ZHUANGZHU: "Photoinduced Acetylation of Anilines under Aqueous and Catalyst-Free Conditions", THE JOURNAL OF ORGANIC CHEMISTRY, AMERICAN CHEMICAL SOCIETY, vol. 86, no. 17, 3 September 2021 (2021-09-03), pages 12344 - 12353, XP093048240, ISSN: 0022-3263, DOI: 10.1021/acs.joc.1c01290
Attorney, Agent or Firm:
SUZHOU CREATOR PATENT AND TRADEMARK AGENCY, LTD (CN)
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