Query Query H 2N
Results
Date
10 reactions in Reaxys
2017-10-22 19h:33m:33s (EST)
O
1. Query
O O
Search as: As drawn
Copyright © 2017 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.
1/5
2017-10-22 19:56:11
O
H 2N
N O
E
O
O
O
O 2H 2H
2H
O
2H
2H
O 2H
Rx-ID: 11147011 View in Reaxys 1/10 Yield
Conditions & References
63 %
With lithium aluminium tetrahydride in diethyl ether, Time= 2h, Heating Shaikh, Ajam C.; Wang, Yu-Yun; Chen, Chinpiao; Journal of Labelled Compounds and Radiopharmaceuticals; vol. 50; nb. 7; (2007); p. 660 - 665 View in Reaxys
H 2N O
N E O
O 2H
O
2H
Br
O 2H
Rx-ID: 11409820 View in Reaxys 2/10 Yield
Conditions & References Reaction Steps: 5 1.1: n-BuLi / diethyl ether; hexane / -78 °C 1.2: diethyl ether; hexane / -78 - 20 °C 2.1: H2O2 / methanol; H2O / 0.25 h 2.2: 0.91 g / aq. HCl / 100 °C 3.1: 82 percent / K2CO3 / acetone / 5 h / Heating 4.1: 50 percent / acetic acid; ammonium acetate / 1.5 h / 100 °C 5.1: 63 percent / LiAlH4 / diethyl ether / 2 h / Heating With ammonium acetate, lithium aluminium tetrahydride, n-butyllithium, dihydrogen peroxide, potassium carbonate, acetic acid in methanol, diethyl ether, hexane, water, acetone Shaikh, Ajam C.; Wang, Yu-Yun; Chen, Chinpiao; Journal of Labelled Compounds and Radiopharmaceuticals; vol. 50; nb. 7; (2007); p. 660 - 665 View in Reaxys
H 2N
N E O
O
O O
B
O 2H
O
O 2H
2H
Rx-ID: 11409824 View in Reaxys 3/10 Yield
Conditions & References Reaction Steps: 4 1.1: H2O2 / methanol; H2O / 0.25 h 1.2: 0.91 g / aq. HCl / 100 °C 2.1: 82 percent / K2CO3 / acetone / 5 h / Heating 3.1: 50 percent / acetic acid; ammonium acetate / 1.5 h / 100 °C 4.1: 63 percent / LiAlH4 / diethyl ether / 2 h / Heating With ammonium acetate, lithium aluminium tetrahydride, dihydrogen peroxide, potassium carbonate, acetic acid in methanol, diethyl ether, water, acetone
Copyright © 2017 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.
2/5
2017-10-22 19:56:11
Shaikh, Ajam C.; Wang, Yu-Yun; Chen, Chinpiao; Journal of Labelled Compounds and Radiopharmaceuticals; vol. 50; nb. 7; (2007); p. 660 - 665 View in Reaxys H 2N
O O
O
O 2H
O 2H
O
2H
O
2
2H
H
2H
Rx-ID: 11409825 View in Reaxys 4/10 Yield
Conditions & References Reaction Steps: 2 1: 50 percent / acetic acid; ammonium acetate / 1.5 h / 100 °C 2: 63 percent / LiAlH4 / diethyl ether / 2 h / Heating With ammonium acetate, lithium aluminium tetrahydride, acetic acid in diethyl ether Shaikh, Ajam C.; Wang, Yu-Yun; Chen, Chinpiao; Journal of Labelled Compounds and Radiopharmaceuticals; vol. 50; nb. 7; (2007); p. 660 - 665 View in Reaxys H 2N O
O
O
O
O 2H
Br
2H
O 2H
Rx-ID: 11415629 View in Reaxys 5/10 Yield
Conditions & References Reaction Steps: 6 1.1: toluene / 3.5 h / Heating 2.1: n-BuLi / diethyl ether; hexane / -78 °C 2.2: diethyl ether; hexane / -78 - 20 °C 3.1: H2O2 / methanol; H2O / 0.25 h 3.2: 0.91 g / aq. HCl / 100 °C 4.1: 82 percent / K2CO3 / acetone / 5 h / Heating 5.1: 50 percent / acetic acid; ammonium acetate / 1.5 h / 100 °C 6.1: 63 percent / LiAlH4 / diethyl ether / 2 h / Heating With ammonium acetate, lithium aluminium tetrahydride, n-butyllithium, dihydrogen peroxide, potassium carbonate, acetic acid in methanol, diethyl ether, hexane, water, acetone, toluene Shaikh, Ajam C.; Wang, Yu-Yun; Chen, Chinpiao; Journal of Labelled Compounds and Radiopharmaceuticals; vol. 50; nb. 7; (2007); p. 660 - 665 View in Reaxys H 2N
HO
O
O HO
O
Br
2H 2H
O 2H
Rx-ID: 11417808 View in Reaxys 6/10 Yield
Conditions & References Reaction Steps: 7 1.1: 63 percent / K2CO3 / dimethylformamide / 3 h / 100 °C 2.1: toluene / 3.5 h / Heating 3.1: n-BuLi / diethyl ether; hexane / -78 °C 3.2: diethyl ether; hexane / -78 - 20 °C
Copyright © 2017 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.
3/5
2017-10-22 19:56:11
4.1: H2O2 / methanol; H2O / 0.25 h 4.2: 0.91 g / aq. HCl / 100 °C 5.1: 82 percent / K2CO3 / acetone / 5 h / Heating 6.1: 50 percent / acetic acid; ammonium acetate / 1.5 h / 100 °C 7.1: 63 percent / LiAlH4 / diethyl ether / 2 h / Heating With ammonium acetate, lithium aluminium tetrahydride, n-butyllithium, dihydrogen peroxide, potassium carbonate, acetic acid in methanol, diethyl ether, hexane, water, N,N-dimethyl-formamide, acetone, toluene Shaikh, Ajam C.; Wang, Yu-Yun; Chen, Chinpiao; Journal of Labelled Compounds and Radiopharmaceuticals; vol. 50; nb. 7; (2007); p. 660 - 665 View in Reaxys H 2N O
O
O
O
O 2H
OH
2H
O 2H
Rx-ID: 11424897 View in Reaxys 7/10 Yield
Conditions & References Reaction Steps: 3 1: 82 percent / K2CO3 / acetone / 5 h / Heating 2: 50 percent / acetic acid; ammonium acetate / 1.5 h / 100 °C 3: 63 percent / LiAlH4 / diethyl ether / 2 h / Heating With ammonium acetate, lithium aluminium tetrahydride, potassium carbonate, acetic acid in diethyl ether, acetone Shaikh, Ajam C.; Wang, Yu-Yun; Chen, Chinpiao; Journal of Labelled Compounds and Radiopharmaceuticals; vol. 50; nb. 7; (2007); p. 660 - 665 View in Reaxys H 2N O
HO
HO
O
O 2H 2H
O 2H
Rx-ID: 11430893 View in Reaxys 8/10 Yield
Conditions & References Reaction Steps: 8 1.1: 53 percent / Br2; acetic acid / 1.5 h / 30 °C 2.1: 63 percent / K2CO3 / dimethylformamide / 3 h / 100 °C 3.1: toluene / 3.5 h / Heating 4.1: n-BuLi / diethyl ether; hexane / -78 °C 4.2: diethyl ether; hexane / -78 - 20 °C 5.1: H2O2 / methanol; H2O / 0.25 h 5.2: 0.91 g / aq. HCl / 100 °C 6.1: 82 percent / K2CO3 / acetone / 5 h / Heating 7.1: 50 percent / acetic acid; ammonium acetate / 1.5 h / 100 °C 8.1: 63 percent / LiAlH4 / diethyl ether / 2 h / Heating With ammonium acetate, lithium aluminium tetrahydride, n-butyllithium, dihydrogen peroxide, bromine, potassium carbonate, acetic acid in methanol, diethyl ether, hexane, water, N,N-dimethyl-formamide, acetone, toluene Shaikh, Ajam C.; Wang, Yu-Yun; Chen, Chinpiao; Journal of Labelled Compounds and Radiopharmaceuticals; vol. 50; nb. 7; (2007); p. 660 - 665 View in Reaxys
Copyright © 2017 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.
4/5
2017-10-22 19:56:11
O O
N
E
H 2N
O
O O
O O
O
Rx-ID: 23506695 View in Reaxys 9/10 Yield
Conditions & References
95 %
Preparation of compound (4); To a solution of LiAIH4 (2 g, 52.7 mmol) in diethyl ether (40 ml) was added slowly a solution of 2 (2.25g, 9.49 mmol) in diethyl ether (20 ml) and toluene (20 ml). The reaction mixture was refluxed under nitrogen for 4 hours and allowed to cool to room temperature. The excess of LiAIH4 was carefully destroyed at-20 °C by adding water (20 ml) slowly. The residue was filtered and washed with ethyl acetate (3 x 50 ml). The aqueous phase was separated. The combined organic phase was dried over Na2SO4, filtered and concentrated to give the crude intermediate compound (3) (1.89 g, 95percent) for next reaction. With lithium aluminium tetrahydride in diethyl ether, toluene, Time= 4h, Heating / reflux Patent; DADE BEHRING INC.; WO2005/61482; (2005); (A1) English View in Reaxys
H 2N
O O O
Rx-ID: 6425280 View in Reaxys 10/10 Yield
Conditions & References Nitropropenyl-Verb., LiAlH4 Shulgin; Experientia; vol. 20; nb. 7; (1964); p. 366 - 367 View in Reaxys entspr. Nitropropenyl-Verb., LiAlH4 Shulgin; Experientia; vol. 20; nb. 7; (1964); p. 366 - 367 View in Reaxys
Copyright © 2017 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.
5/5
2017-10-22 19:56:11