1. 2-Phenylethanamine to Phenylacetonitrile [Reaxys, Reactions (3); 2013-03-01]

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3 reactions

2013-03-01 10h:57m:01s (EST)

N NH 2

1. Query

Search as: Product, As drawn, No salts, No mixtures

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N H 2N

Rx-ID: 663139 View in Reaxys 1/3 Yield 97 %

Conditions & References With nickel sulphate, sodium hydroxide, dipotassium peroxodisulfate in dichloromethane, Time= 24h, Ambient temperature Yamazaki, Shigekazu; Yamazaki, Yasuyuki20188624; Bulletin of the Chemical Society of Japan; vol. 63; nb. 1; (1990); p. 301 - 303 View in Reaxys

95 %

With TEA, trichloroisocyanuric acid in N,N-dimethyl-formamide, Time= 4h, T= 15 °C Luca, Lidia De; Giacomelli, Giampaolo39371303; Synlett; nb. 12; (2004); p. 2180 - 2184 View in Reaxys

95 %

With TCBDA, triethylamine in N,N-dimethyl-formamide, Time= 2h, T= 25 °C Ghorbani-Vaghei, Ramin; Veisi, Hojat354808528; Synthesis; nb. 6; (2009); p. 945 - 950; Art.No: Z23008ST View in Reaxys

92 %

With tetrabutylammomium bromide, 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione in acetonitrile, Time= 0.0833333h, T= 20 °C , Inert atmosphere, Molecular sieve Drouet, Fleur; Fontaine, Patrice; Masson, Geraldine; Zhu, Jieping354872820; Synthesis; nb. 8; (2009); p. 1370 1374; Art.No: T19708SS View in Reaxys

85 %

With trichloroisocyanuric acid, ammonia in water, T= 20 - 60 °C Veisi, Hojat359240144; Synthesis; nb. 15; (2010); p. 2631 - 2635; Art.No: Z04110SS View in Reaxys

75 %

With (hydroxy(tosyloxy)iodo)benzene, ammonium acetate in water, acetonitrile, Time= 4h, T= 80 °C Zhu, Chenjie; Sun, Chengguo; Wei, Yunyang51130529; Synthesis; nb. 24; (2010); p. 4235 - 4241; Art.No: F14610SS View in Reaxys

56 %

With iodine, 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione in dimethyl sulfoxide, Time= 1.5h, T= 65 °C Chiampanichayakul, Supanimit; Pohmakotr, Manat; Reutrakul, Vichai; Kuhakarn, Chutima; Jaipetch, Thaworn351999964; Synthesis; nb. 13; (2008); p. 2045 - 2048 View in Reaxys With ammonia, T= 225 °C , Leiten ueber einen Nickel-Katalysator Mignonac450247039; Annales de Chimie (Cachan, France); vol. <11> 2; (1934); p. 225,242 View in Reaxys

55 % Chro- With 2,6-dimethylpyridine, 2,2,6,6-tetramethyl-piperidine-N-oxyl, lithium perchlorate in acetonitrile, T= 23 °C , elecmat. trolysis, a platinum gauze electrode, +0.33 V (vs. Ag/Ag(1+)) Semmelhack, M. F.; Schmid, Christopher R.13768908; Journal of the American Chemical Society; vol. 105; nb. 22; (1983); p. 6732 - 6734 View in Reaxys 74.5 % Turnov.

With TEMPO-modified graphite felt electrode in acetonitrile Kashiwagi, Yoshitomo; Kurashima, Futoshi; Kikuchi, Chikara; Anzai, Jun-ichi; Osa, Tetsuo; Bobbitt, James M. 128435045; Journal of the Chinese Chemical Society (Taipei, Taiwan); vol. 45; nb. 1; (1998); p. 135 - 138 View in Reaxys

97 % Chro- With sodium hydroxide, dipotassium peroxodisulfate, N-lauryl-N,N-dimethylamine oxide, nickel sulphate in water, mat.

Time= 2h, T= 20 °C , pH= 12.9

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Biondini, Daniele; Brinchi, Lucia; Germani, Raimondo; Goracci, Laura; Savelli, Gianfranco41018425; European Journal of Organic Chemistry; nb. 14; (2005); p. 3060 - 3063 View in Reaxys

4-[Ph2(AcO)2Bi]-C6H4-OCH2-polystyrene cross-linked with divinylbenzene

H 2N

N

C2H5-X Rx-ID: 13346037 View in Reaxys 2/3

Yield

Conditions & References Reaction Steps: 2 1: 95 percent / trichloroisocyanuric acid / CH2Cl2 / 1 h / 15 - 20 °C 2: 90 percent / TEA / CH2Cl2 / 2 h / 25 °C With TEA, trichloroisocyanuric acid in dichloromethane Luca, Lidia De; Giacomelli, Giampaolo39371303; Synlett; nb. 12; (2004); p. 2180 - 2184 View in Reaxys

H

H N H

nickel

N

H 2N

Rx-ID: 5818182 View in Reaxys 3/3 Yield

Conditions & References T= 225 °C Mignonac450247039; Annales de Chimie (Cachan, France); vol. <11> 2; (1934); p. 225,242 View in Reaxys

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Reaxys ® is a trademark owned and protected by Elsevier Properties SA and used under license.

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