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10 reactions in Reaxys
2018-04-06 21h:35m:55s (UTC)
O H N
1. Query
Search as: As drawn
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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O
O
H N
H 2N
Br
Rx-ID: 771918 View in Reaxys 1/10 Yield
Conditions & References With benzene Sanchez; Bulletin de la Societe Chimique de France; vol. <4> 45; (1929); p. 284 View in Reaxys O H N
O
Rx-ID: 22039072 View in Reaxys 2/10 Yield
Conditions & References Reaction Steps: 2 1: benzene; bromine 2: benzene With bromine, benzene Sanchez; Bulletin de la Societe Chimique de France; vol. <4> 45; (1929); p. 284 View in Reaxys O
O
H N
H N
Cl
H
Rx-ID: 31761795 View in Reaxys 3/10 Yield
Conditions & References 2.1.1. Synthesis of 1a, 1b, 1c, 1d and 1e General Procedure: The water solution of 2a, 2b, 2c, 2d or 2e was alkalified byK2CO3. Reagents were shaken for a few minutes. The mixturewas poured into CH2Cl2. The organic phase was separated anddried by MgSO4. After the solvent was evaporated, the residuewas purified by chromatography. With potassium carbonate in water, T= 20 °C Nycz, Jacek E.; Malecki, Grzegorz; Zawiazalec, Marcin; Pazdziorek, Tadeusz; Journal of Molecular Structure; vol. 1002; nb. 1-3; (2011); p. 10 - 18 View in Reaxys
O
O
H N
O H N
H N
Rx-ID: 38364336 View in Reaxys 4/10 Yield
Conditions & References With column LiChrospher 100 RP-18e, sulfated β-cyclodextrin in methanol, water, T= 20 °C , Reagent/catalyst Taschwer, Magdalena; Seidl, Yvonne; Mohr, Stefan; Schmid, Martin G.; Chirality; vol. 26; nb. 8; (2014); p. 411 - 418 View in Reaxys O
O Br
H N
H 2N
Cl
H
Rx-ID: 40504921 View in Reaxys 5/10
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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Yield
Conditions & References
50%
Stage 1: in methanol, dichloromethane, Time= 16h, T= 20 °C Stage 2: With hydrogenchloride in diethyl ether, isopropyl alcohol, Time= 1h Gregg, Ryan A.; Baumann, Michael H.; Partilla, John S.; Bonano, Julie S.; Vouga, Alexandre; Tallarida, Christopher S.; Velvadapu, Venkata; Smith, Garry R.; Peet, M. Melissa; Reitz, Allen B.; Negus, S. Stevens; Rawls, Scott M.; British Journal of Pharmacology; vol. 172; nb. 3; (2015); p. 883 - 894 View in Reaxys
O O
N
HCl
O NH
O
Rx-ID: 40504925 View in Reaxys 6/10 Yield
Conditions & References
100%
With hydrogenchloride in 1,4-dioxane, ethyl acetate, Time= 3h, T= 20 °C Gregg, Ryan A.; Baumann, Michael H.; Partilla, John S.; Bonano, Julie S.; Vouga, Alexandre; Tallarida, Christopher S.; Velvadapu, Venkata; Smith, Garry R.; Peet, M. Melissa; Reitz, Allen B.; Negus, S. Stevens; Rawls, Scott M.; British Journal of Pharmacology; vol. 172; nb. 3; (2015); p. 883 - 894 View in Reaxys O H N
O
Cl
H
Rx-ID: 40504926 View in Reaxys 7/10 Yield
Conditions & References Reaction Steps: 2 1.1: bromine; acetic acid / 30 °C 2.1: methanol; dichloromethane / 16 h / 20 °C 2.2: 1 h With bromine, acetic acid in methanol, dichloromethane Gregg, Ryan A.; Baumann, Michael H.; Partilla, John S.; Bonano, Julie S.; Vouga, Alexandre; Tallarida, Christopher S.; Velvadapu, Venkata; Smith, Garry R.; Peet, M. Melissa; Reitz, Allen B.; Negus, S. Stevens; Rawls, Scott M.; British Journal of Pharmacology; vol. 172; nb. 3; (2015); p. 883 - 894 View in Reaxys
O O
N
HCl
O NH
O
Rx-ID: 40504927 View in Reaxys 8/10 Yield
Conditions & References With hydrogenchloride in 1,4-dioxane, ethyl acetate, Time= 3h, T= 20 °C Gregg, Ryan A.; Baumann, Michael H.; Partilla, John S.; Bonano, Julie S.; Vouga, Alexandre; Tallarida, Christopher S.; Velvadapu, Venkata; Smith, Garry R.; Peet, M. Melissa; Reitz, Allen B.; Negus, S. Stevens; Rawls, Scott M.; British Journal of Pharmacology; vol. 172; nb. 3; (2015); p. 883 - 894 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.
3/4
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O
O Cl
H N Cl
H 2N
H
Rx-ID: 43573392 View in Reaxys 9/10 Yield 16 %
Conditions & References in tetrahydrofuran, ethanol, Time= 48h, T= 20 °C Mayer; Wimmer; Dillon-Carter; Partilla; Burchardt; Mihovilovic; Baumann; Sitte; British Journal of Pharmacology; (2016); p. 2657 - 2668 View in Reaxys O H N Cl
H
Rx-ID: 43573400 View in Reaxys 10/10 Yield
Conditions & References Reaction Steps: 2 1: aluminum (III) chloride / dichloromethane / 2 h / 0 °C 2: tetrahydrofuran; ethanol / 48 h / 20 °C With aluminum (III) chloride in tetrahydrofuran, ethanol, dichloromethane Mayer; Wimmer; Dillon-Carter; Partilla; Burchardt; Mihovilovic; Baumann; Sitte; British Journal of Pharmacology; (2016); p. 2657 - 2668 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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