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863771-09-9

2-AMINO-5-NITROBENZYLAMINE HYDROCHLORIDE synthesis

2synthesis methods
17420-30-3 Synthesis
5-Nitroanthranilonitrile

17420-30-3
303 suppliers
$7.00/25g

2-AMINO-5-NITROBENZYLAMINE HYDROCHLORIDE

863771-09-9
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Yield:863771-09-9 99%

Reaction Conditions:

Stage #1: 5-nitroanthranilonitrilewith borane-THF in tetrahydrofuran at 0 - 20; for 2 h;
Stage #2: with hydrogenchloride in tetrahydrofuran;ethanol at 0; for 0.75 h;

Steps:



A solution of borane in THF (1 M, 840 ml) was added to a suspension of 5-nitro-anthranilonitrile (120 g, 0.70 mol) in THF(1.2 L) under nitrogen at O0C. The mixture was stirred for 2 hours at r.t.. After cooling at O0C EtOH absolute (400 ml) was added, then HCl was bubbled for 45 minutes. The mixture was concentrated under reduced pressure and the residue was triturated with ethanol and then with diisopropyl ether. The obtained solid was dried in vacuum to give the hydrochloride salt (140 g, 99% yield). C7H10N3O2Cl, MW: 203.63. TLC(CHCl3 :MeOH: H2OrNH3 85:25:2:1) Rf = 0.3.

References:

WO2008/14815,2008,A1 Location in patent:Page/Page column 19