ChemicalBook CAS DataBase List 2,3-DIAMINOTOLUENE

2,3-DIAMINOTOLUENE synthesis

11synthesis methods

Product Name:2,3-DIAMINOTOLUENE
CAS Number:2687-25-4
Molecular formula:C7H10N2
Molecular Weight:122.17

570-24-1

2687-25-4

General procedure for the synthesis of 2,3-diaminotoluene from 2-methyl-6-nitroaniline: 4.0 g of 10% palladium-carbon catalyst (51.5% in water) was added to 200 ml of ethanol solution containing 8.50 g (55.9 mmol) of 2-methyl-6-nitroaniline. The reaction mixture was stirred at room temperature and atmospheric pressure in a hydrogen atmosphere for 4 hours. Upon completion of the reaction, the catalyst was removed by filtration and the solvent was subsequently removed by evaporation from the filtrate to afford 6.64 g (97% yield) of 2,3-diaminotoluene crude product in the form of black crystals. The product could be used directly in the subsequent reaction without further purification.1H-NMR (CDCl3) δ: 2.22 (3H, s), 3.35-3.40 (4H, m), 6.62-6.68 (3H, m).

570-24-1 Synthesis

570-24-1
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$6.00/10g

2687-25-4
286 suppliers
$16.00/1 g

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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601-87-6 Synthesis