3,N1-Dimethyl-benzene-1,2-diamine synthesis

4synthesis methods

Product Name:3,N*1*-Dimethyl-benzene-1,2-diamine
CAS Number:73902-64-4
Molecular formula:C8H12N2
Molecular Weight:136.19

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73902-64-4
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Yield:73902-64-4 82%

Reaction Conditions:

with palladium 10% on activated carbon;hydrogen at 20;

Steps:

N1,3-Dimethylbenzene-1 ,2-diamine

To a solution of N,3-dimethyl-2-nitroaniline (160mg, 0.96mmol) in MeOH (lOmL), 10% Pd-C (160 mg) was added . The reaction mixture was stirred at rt under H2 balloon atmosphere for 2 h. TLC showed the reaction to be complete and filtered through a celite bed and washed with MeOH (5OmL). The filtrate was evaporated under vacuum to afford N1,3-dimethylbenzene-1,2-diamine as a red liquid. Yield:100mg (82%); 1H NMR (400 MHz; DMSO-d6): 6.70-6.81 (m, 1H), 6.58-6.66 (m, 2H), 2.87 (5, 3H), 2.21 (5, 3H); MS (ESl+) for CHNOS m/z 137.01 [M+H].

References:

WO2018/37223,2018,A1 Location in patent:Page/Page column 120; 121

601-87-6 Synthesis