(+)-(S)-N-(2,5-Dichloro-3-nitrobenzyl)-1,2-propanediamine

Base Information

• Chemical Name: (+)-(S)-N-(2,5-Dichloro-3-nitrobenzyl)-1,2-propanediamine
• CAS No.: 137332-57-1
• Molecular Formula: C₁₀H₁₃Cl₂N₃O₂
• Molecular Weight: 278.138
• Mol file: 137332-57-1.mol

Synonyms:(+)-(S)-N-(2,5-Dichloro-3-nitrobenzyl)-1,2-propanediamine

Chemical Property of (+)-(S)-N-(2,5-Dichloro-3-nitrobenzyl)-1,2-propanediamine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (+)-(S)-N-(2,5-Dichloro-3-nitrobenzyl)-1,2-propanediamine

There total 2 articles about (+)-(S)-N-(2,5-Dichloro-3-nitrobenzyl)-1,2-propanediamine 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: 66.0%

N-(2,5-Dichloro-3-nitrobenzoyl)-L-alaninamide (137332-62-8) → (+)-(S)-N-(2,5-Dichloro-3-nitrobenzyl)-1,2-propanediamine (137332-57-1)

Guidance literature:

With dimethylsulfide borane complex; In tetrahydrofuran; for 10.5h; Heating;

DOI:10.1021/jo00027a019

Reference yield:

2,5-dichloro-3-nitrobenzoic acid (88-86-8) → (+)-(S)-N-(2,5-Dichloro-3-nitrobenzyl)-1,2-propanediamine (137332-57-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 1) oxalyl chloride, 2) K₂CO₃ / 1) toluene, DMF, 50 deg C, 30 min, 2) H₂O, toluene, 11 h

2: 66 percent / BH₃*SMe₂ / tetrahydrofuran / 10.5 h / Heating

With oxalyl dichloride; dimethylsulfide borane complex; potassium carbonate; In tetrahydrofuran;

DOI:10.1021/jo00027a019

Reference yield:

(+)-(S)-N-(2,5-Dichloro-3-nitrobenzyl)-1,2-propanediamine (137332-57-1) → (+)-(S)-4,5,6,7-tetrahydro-9-chloro-5-methyl-6-(3-methyl-2-butenyl)imidazo<4,5,1-jk><1,4>benzodiazepine-2(1H)-thione (126347-69-1,257891-71-7)

Guidance literature:

Multi-step reaction with 3 steps

1: 1) K₂CO₃, 2) K₂CO₃ / 1) DMF, 125 deg C, 7 h, 2) reflux, 12 h

2: H₂ / 10percent Pd/C / methanol / 3 h

3: ethanol / 168 h / Ambient temperature

With hydrogen; potassium carbonate; palladium on activated charcoal; In methanol; ethanol;

DOI:10.1021/jo00027a019

upstream raw materials:

N-(2,5-Dichloro-3-nitrobenzoyl)-L-alaninamide

2,5-dichloro-3-nitrobenzoic acid

Downstream raw materials:

(+)-(S)-4,5,6,7-tetrahydro-9-chloro-5-methyl-6-(3-methyl-2-butenyl)imidazo<4,5,1-jk><1,4>benzodiazepine-2(1H)-thione