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ChemicalBook CAS DataBase List 2,3-DIAMINOTOLUENE

2,3-DIAMINOTOLUENE synthesis

11synthesis methods
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Yield:2687-25-4 97%

Reaction Conditions:

with hydrogen;palladium 10% on activated carbon in ethanol at 20; under 760.051 Torr; for 4 h;

Steps:

176 Reference Example 176; 3-Methylbenzene-1,2-diamine (I-176)
4.0 g of 10 % palladium-carbon catalyst (water content, 51.5 %) was added to ethanol (200 ml) solution of 8.50 g (55.9 mmol) of 2-methyl-6-nitroaniline, and the resulting mixture was stirred under atmospheric pressure hydrogen at room temperature for 4 hours. The catalyst was removed through filtration, and the solvent was evaporated from the filtrate to obtain 6.64 g (97 %) of a crude product of the entitled compound as a black crystal. This compound was directly used in the next reaction.1H-NMR(CDCl3)δ: 2.22(3H, s), 3.35-3.40(4H, m), 6.62-6.68(3H, m).

References:

DAIICHI PHARMACEUTICAL CO., LTD. EP1479681, 2004, A1 Location in patent:Page 110

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