N-[(3RS)-2,3-dihydro-5,9-dimethyl-1H-1,4-benzodiazepin-2-one-3-yl]-N'-(3-methylphenyl)urea

Base Information

Chemical Name:N-[(3RS)-2,3-dihydro-5,9-dimethyl-1H-1,4-benzodiazepin-2-one-3-yl]-N'-(3-methylphenyl)urea
CAS No.:261919-57-7
Molecular Formula:C₁₉H₂₀N₄O₂
Molecular Weight:336.393
Hs Code.:

Synonyms:N-[(3RS)-2,3-dihydro-5,9-dimethyl-1H-1,4-benzodiazepin-2-one-3-yl]-N'-(3-methylphenyl)urea

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Chemical Property of N-[(3RS)-2,3-dihydro-5,9-dimethyl-1H-1,4-benzodiazepin-2-one-3-yl]-N'-(3-methylphenyl)urea

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Technology Process of N-[(3RS)-2,3-dihydro-5,9-dimethyl-1H-1,4-benzodiazepin-2-one-3-yl]-N'-(3-methylphenyl)urea

There total 5 articles about N-[(3RS)-2,3-dihydro-5,9-dimethyl-1H-1,4-benzodiazepin-2-one-3-yl]-N'-(3-methylphenyl)urea which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 80.2%

: 621-29-4
3-tolyl isocyanate

: 261919-56-6
(3RS)-3-amino-2,3-dihydro-5,9-dimethyl-1H-1,4-benzodiazepin-2-one

: 261919-57-7
N-[(3RS)-2,3-dihydro-5,9-dimethyl-1H-1,4-benzodiazepin-2-one-3-yl]-N'-(3-methylphenyl)urea

Guidance literature:: In tetrahydrofuran; at 20 ℃; for 1h;
DOI:10.1248/cpb.48.1

Reference yield:

: 53657-94-6
2-methyl-6-acetylaniline

: 261919-57-7
N-[(3RS)-2,3-dihydro-5,9-dimethyl-1H-1,4-benzodiazepin-2-one-3-yl]-N'-(3-methylphenyl)urea

Guidance literature:: Multi-step reaction with 4 steps

1: N-methylmorpholine / tetrahydrofuran / 0 - 20 °C

2: 6.17 g / NH₃ / methanol / 20 °C

3: 59.3 percent / ammonium formate / 10 percent Pd/C / ethanol / 1 h / 20 °C

4: 80.2 percent / tetrahydrofuran / 1 h / 20 °C

With 4-methyl-morpholine; ammonia; ammonium formate; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; 1: Acylation / 2: Cyclization / 3: Hydrogenolysis / 4: Addition;
DOI:10.1248/cpb.48.1

Reference yield:

: 95-53-4
o-toluidine

: 261919-57-7
N-[(3RS)-2,3-dihydro-5,9-dimethyl-1H-1,4-benzodiazepin-2-one-3-yl]-N'-(3-methylphenyl)urea

Guidance literature:: Multi-step reaction with 5 steps

1.1: BCl₃ / toluene / 1 h / 20 °C

1.2: AlCl₃ / acetonitrile / 5 h / Heating

1.3: 39.8 percent / 2 N aq. HCl / acetonitrile / 2.5 h / Heating

2.1: N-methylmorpholine / tetrahydrofuran / 0 - 20 °C

3.1: 6.17 g / NH₃ / methanol / 20 °C

4.1: 59.3 percent / ammonium formate / 10 percent Pd/C / ethanol / 1 h / 20 °C

5.1: 80.2 percent / tetrahydrofuran / 1 h / 20 °C

With 4-methyl-morpholine; ammonia; ammonium formate; boron trichloride; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; toluene; 1.1: Addition / 1.2: Rearrangement / 1.3: Hydrolysis / 2.1: Acylation / 3.1: Cyclization / 4.1: Hydrogenolysis / 5.1: Addition;
DOI:10.1248/cpb.48.1