ChemicalBook CAS DataBase List 5-AMINO-1,3-DIMETHYL-1,3-DIHYDRO-BENZOIMIDAZOL-2-ONE

5-AMINO-1,3-DIMETHYL-1,3-DIHYDRO-BENZOIMIDAZOL-2-ONE synthesis

7synthesis methods

Product Name:5-AMINO-1,3-DIMETHYL-1,3-DIHYDRO-BENZOIMIDAZOL-2-ONE
CAS Number:53439-88-6
Molecular formula:C9H11N3O
Molecular Weight:177.2

43027-50-5 Synthesis

1,3-Dimethyl-5-nitro-1H-benzo[d]imidazol-2(3H)-one

43027-50-5
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5-AMINO-1,3-DIMETHYL-1,3-DIHYDRO-BENZOIMIDAZOL-2-ONE

53439-88-6
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Yield: 100%

Reaction Conditions:

with hydrogenchloride;hydrogen;palladium 10% on activated carbon in ethanol;water

Steps:

3
1.4 g of 1,3-dimethyl-5-nitro-1H-benzo[d]imidazol-2(3H)-one was suspended in 100 mL EtOH and 100 uL conc. HCl and 2 scoops of 10% Pd/C was added and an H₂balloon was attached and stirred overnight. The solution was then filtered through celite and concentrated in vacuo to give 1.27 g of the amine 5-amino-1,3-dimethyl-1H-benzo[d]imidazol-2(3H)-one (106% yield).

References:

Rawson, Thomas E.;Safina, Brian;Dotson, Jennafer;Zhou, Aihe;Aliagas-Martin, Ignacio;Halladay, Jason;Liang, Jun;Rueth, Matthias;Zhu, Bing-Yan US2007/37791, 2007, A1 Location in patent:Page/Page column 41

5307-14-2 Synthesis