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3-(1-Methyl-1H-tetrazol-5-yl)aniline synthesis

2synthesis methods
1H-Tetrazole,1-methyl-5-(3-nitrophenyl)-

69746-32-3
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3-(1-Methyl-1H-tetrazol-5-yl)aniline

101258-12-2
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Yield:101258-12-2 98%

Reaction Conditions:

with hydrogen;palladium 10% on activated carbon in methanol;ethyl acetate; under 3863.02 Torr; for 1.5 h;

Steps:

1.K

Part K: Preparation of 1-methyl-5- (3-aminophenyl) tetrazole; 1-Methyl-5- (3-nitrophenyl)-tetrazole (28.8 g, 140 mmol) was dissolved in ethyl acetate (430 mL) and methanol (1270 mL). Palladium on carbon (2.7 g, 10 wt%) was added and the mixture was shaken under a hydrogen atmosphere (60 psig) for 1. 5 hours. The mixture was filtered, and the filtrate was concentrated under vacuum to give a white solid (24.0 g, 98%). 1H NMR (300 MHz, CDC13), 87. 21 (dd, J = 8,7 Hz, 1H), 6. 99 (s, 1H), 6. 90 (d, J = 7 Hz, 1H), 6.76 (d, J = 8 Hz, 1H), 5.44 (bs, 2H), 4. 10 (s, 3H).

References:

WO2005/80376,2005,A1 Location in patent:Page/Page column 69-70