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7 reactions in Reaxys
2018-06-02 11h:02m:20s (UTC)
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1. Query
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Search as: Product, As drawn, No mixtures ))
Copyright © 2018 Reed Elsevier Properties SA. All rights reserved. Authorized use only. Reaxys® and the Reaxys® trademark are owned and protected by Reed Elsevier Properties SA and used under license.
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Rx-ID: 39794914 View in Reaxys 1/7 Yield
Conditions & References
4 %, 84 %
Stage 1: With potassium carbonate in N,N-dimethyl-formamide, Time= 2h, T= 80 °C , Inert atmosphere Stage 2: in N,N-dimethyl-formamide, Time= 24h, T= 80 °C , chemoselective reaction Saito, Nozomi; Taniguchi, Takahisa; Hoshiya, Naoyuki; Shuto, Satoshi; Arisawa, Mitsuhiro; Sato, Yoshihiro; Green Chemistry; vol. 17; nb. 4; (2015); p. 2358 - 2361 View in Reaxys O
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Rx-ID: 40750886 View in Reaxys 2/7 Yield 76 %
Conditions & References general procedure for the oxidative amidation ofaldehydes with amine: General procedure: The amine (1.2 mmol) was taken in a reaction vial with a magnetic bar and stirred vigorously under CO2 atmosphere (balloon) about 15 to 30 minutes until corresponding carbamate ammonium salts were formed. Subsequently, CO2 atmosphere was taken off and FeCl2*4H2O (10 mol percent), TBAB (10 molpercent), aldehyde (1.0 mmol), TBHP (70 wt percent in H2O, 1.1 mmol) and acetonitrile (2 mL) were added to the reaction vial. The reaction vial was capped under inert atmosphere and allowed to stir at 40 °C-60 °C and the progress of the reaction was monitored by TLC. After completion of reaction, the volatiles were removed under the reduced pressure, and the crude product was purified by column chromatography on silica. Stage 1: With carbon dioxide, Green chemistry Stage 2: With tert.-butylhydroperoxide, iron(II) chloride tetrahydrate, tetrabutylammomium bromide in water, acetonitrile, Time= 10h, T= 60 °C , Inert atmosphere, Green chemistry Bathini, Thulasiram; Rawat, Vikas S.; Bojja, Sreedhar; Tetrahedron Letters; vol. 56; nb. 41; (2015); p. 5656 - 5660; Art.No: 46650 View in Reaxys
Copyright © 2018 Reed Elsevier Properties SA. All rights reserved. Authorized use only. Reaxys® and the Reaxys® trademark are owned and protected by Reed Elsevier Properties SA and used under license.
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Rx-ID: 29843406 View in Reaxys 3/7 Yield
Conditions & References
74 %
With silica gel in 5,5-dimethyl-1,3-cyclohexadiene, Reflux Yang, Xiao-Dong; Zeng, Xiang-Hui; Zhao, Yuan-Hong; Wang, Xue-Quan; Pan, Zhi-Qiang; Li, Liang; Zhang, Hong-Bin; Journal of Combinatorial Chemistry; vol. 12; nb. 3; (2010); p. 307 - 310 View in Reaxys O
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Rx-ID: 1491174 View in Reaxys 4/7 Yield 88 %
Conditions & References Stage 1: With potassium carbonate in tetrahydrofuran, Time= 0.25h, T= 20 °C Stage 2: in tetrahydrofuran, Time= 48h, T= 20 °C Khan, Khalid Mohammed; Khan, Muhammad Zarrar; Taha, Muhammad; Maharvi, Ghulam Murtaza; Saify, Zafar Saeed; Parveen, Shahnaz; Choudhary, Muhammad Iqbal; Natural Product Research; vol. 23; nb. 5; (2009); p. 479 - 484 View in Reaxys
86 %
in toluene, Time= 3h, Acylation Pettit, George R.; Grealish, Matthew P.; Herald, Delbert L.; Boyd, Michael R.; Hamel, Ernest; Pettit, Robin K.; Journal of Medicinal Chemistry; vol. 43; nb. 14; (2000); p. 2731 - 2737 View in Reaxys
21 %
With potassium carbonate in chloroform, Time= 5h, Heating Kar; Pharmazie; vol. 38; nb. 5; (1983); p. 313 - 315 View in Reaxys in dichloromethane, T= 0 - 20 °C Lipshutz, Bruce H.; Tanaka, Naoki; Taft, Benjamin R.; Lee, Ching-Tien; Organic Letters; vol. 8; nb. 10; (2006); p. 1963 1966 View in Reaxys
Copyright © 2018 Reed Elsevier Properties SA. All rights reserved. Authorized use only. Reaxys® and the Reaxys® trademark are owned and protected by Reed Elsevier Properties SA and used under license.
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Rx-ID: 23870093 View in Reaxys 5/7 Yield
Conditions & References
86%
N-(3,4,5Trimethoxybenzoyl)-morpholine (8a) N-(3,4,5Trimethoxybenzoyl)-morpholine (8a) Morpholine (0.8 mL) was slowly added to a solution composed of toluene (10 mL) and 3,4,5-trimethoxybenzoyl chloride (1.1 g). The reaction was accompanied by evolution of heat and precipitation of morpholine hydrochloride. After 3 hours, the solution was filtered and concentrated in vacuo to afford a white solid which was recrystallized from ethanol to afford colorless needles (1.2 g, 86percent): m.p. 119.8-120.7° C., lit3c m.p. 120-121° C.; EIMS m/z 281 (M+), 266, 195; 1H NMR δ 6.63 (2H, s, H2,6), 3.87 (6H, s, OCH3*2), 3.86 (3H, s, OCH3), 3.70 (8H, bs, CH2*4). Patent; Pettit, George R.; Grealish, Matthew P; US2003/220304; (2003); (A1) English View in Reaxys O S
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Rx-ID: 1706970 View in Reaxys 6/7 Yield 57 %
Conditions & References With monoperoxyphthalic acid in diethyl ether, dichloromethane, T= -50 - 0 °C , Yields of byproduct given Farina; Visconti; Ventura; et al.; Archiv der Pharmazie; vol. 314; nb. 11; (1981); p. 932 - 937 View in Reaxys O
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Rx-ID: 6322281 View in Reaxys 7/7 Yield
Conditions & References Morpholin u. 3,4,5-Trimethoxy-benzoylchlorid (Bzl., 3h) Pettit et al.; Journal of Medicinal and Pharmaceutical Chemistry; vol. 5; (1962); p. 800,804 View in Reaxys (yield)89percent Pettit et al.; Journal of Medicinal and Pharmaceutical Chemistry; vol. 5; (1962); p. 800,804
Copyright © 2018 Reed Elsevier Properties SA. All rights reserved. Authorized use only. Reaxys® and the Reaxys® trademark are owned and protected by Reed Elsevier Properties SA and used under license.
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View in Reaxys 3,4,5-Trimethoxy-benzoesaeure u. Morpholin/POCl3/Et3N in Bzl. Klosa,J.; Journal fuer Praktische Chemie (Leipzig); vol. 19; (1963); p. 45 - 55 View in Reaxys 3,4,5-(CH3O)3C6H2-COCl,Morpholin Kasztreiner et al.; Biochemical Pharmacology; vol. 11; (1962); p. 651; ; vol. 58; nb. 5667c; (1963) View in Reaxys Amin, Saeurechlorid I Patent; Gyog. Kut. Int.; HU147687; ; vol. 58; nb. 7950b; (1963) View in Reaxys aus d. Saeurechlorid, Amin Patent; Egyesult; AT224644; (1962); ; vol. 58; nb. 9091c; (1963) View in Reaxys Morpholincarbamoylchlorid, 3.4.5-Trimethoxybenzoesaeure Patent; ESZAKMAGYARORSZAGI VEGYIMOVEK; FR2253735; (1975); DE2365451; ; vol. 83; nb. 163852 View in Reaxys 3.4.5-Trimethylbenzoesaeure, Morpholin; Phosgen Patent; ESZAKMAGYARORSZAGI VEGYIMOVEK; FR2253735; (1975); DE2365451; ; vol. 83; nb. 163852 View in Reaxys 3,4,5-Trimethoxy-benzoylchlorid in sd. Bzl. u. Morpholin + Et3N Patent; Egyesult Gyogyszer es Tapszergyar; GB872350; (1960); ; vol. 56; nb. 474; (1962) View in Reaxys 3,4,5-Trimethoxy-benzoesaeure in sd. Toluol u. Morpholin + PCl3 Patent; Egyesult Gyogyszer es Tapszergyar; GB872350; (1960); ; vol. 56; nb. 474; (1962) View in Reaxys
Copyright © 2018 Reed Elsevier Properties SA. All rights reserved. Authorized use only. Reaxys® and the Reaxys® trademark are owned and protected by Reed Elsevier Properties SA and used under license.
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