2,2,4-TRIMETHYL-2,3-DIHYDRO-1H-1,5-BENZODIAZEPINE

Base Information

• Chemical Name: 2,2,4-TRIMETHYL-2,3-DIHYDRO-1H-1,5-BENZODIAZEPINE
• CAS No.: 24107-34-4
• Molecular Formula: C12H16 N2
• Molecular Weight: 188.272
• Hs Code.: 2933990090
• Mol file: 24107-34-4.mol

Synonyms:1H-2,3-Dihydro-2,2,4-trimethyl-1,5-benzodiazepine;2,2,4-Trimethyl-2,3-dihydro-1H-1,5-benzodiazepine; 2,3-Dihydro-2,2,4-trimethyl-1H-1,5-benzodiazepine;NSC 155583; NSC 197507

Chemical Property of 2,2,4-TRIMETHYL-2,3-DIHYDRO-1H-1,5-BENZODIAZEPINE

Chemical Property:

• Vapor Pressure: 0.00188mmHg at 25°C
• Boiling Point: 292°Cat760mmHg
• Flash Point: 130.4°C
• PSA: 24.39000
• Density: 1.04g/cm³
• LogP: 2.94680

Purity/Quality:

99% ^*data from raw suppliers

2,2,4-trimethyl-2,3-dihydro-1H-1,5-benzodiazepine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2,2,4-TRIMETHYL-2,3-DIHYDRO-1H-1,5-BENZODIAZEPINE

There total 5 articles about 2,2,4-TRIMETHYL-2,3-DIHYDRO-1H-1,5-BENZODIAZEPINE 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: 76.0%

1,2-diamino-benzene (95-54-5) + acetone (67-64-1) → 2,2,4-trimethyl-2,3-dihydro-1H-1,5-benzodiazepine (24107-34-4) + N1-(1-methylethylidene)-1,2-benzenediamine (1314909-00-6)

Guidance literature:

With mesoporous aluminosilicate MCM-41-PS; at 65 ℃; for 6h;

DOI:10.1002/chem.200900492

Reference yield: 50.0%

o-phenylenediamine dihydrochloride (615-28-1) + acetone (67-64-1) → 2,2,4-trimethyl-2,3-dihydro-1H-1,5-benzodiazepine (24107-34-4) + 2,3,4,5-tetrahydro-2,2,4-trimethyl-1H-benzo[b][1,4]diazepine (40358-38-1)

Guidance literature:

With sodium tetrahydroborate; In methanol; isopropyl alcohol; for 24h; Ambient temperature;

Reference yield: 45.0%

acetophenone (98-86-2) + 1,2-diamino-benzene (95-54-5) + acetone (67-64-1) → 2,2,4-trimethyl-2,3-dihydro-1H-1,5-benzodiazepine (24107-34-4) + 2,2-dimethyl-4-phenyl-2,3-dihydro-1H-1,5-benzodiazepine (1256661-52-5) + 2-methyl-2,4-diphenyl-2,3-dihydro-1H-1,5-benzo[b][1,4]diazepine (55626-14-7)

Guidance literature:

With acetic acid; for 0.0333333h; Microwave irradiation;

DOI:10.1021/jm100739n

upstream raw materials:

o-phenylenediamine dihydrochloride

acetone

4-methyl-pent-3-en-2-one

1,2-Dinitrobenzene

Downstream raw materials:

2-[(2-aminophenylamino)methylene]malonic acid diethyl ester

2,2,4-trimethyl-1-(2',3',5'-tri-O-benzoyl-β-D-ribofuranosyl)-2,3-dihydro-1,5-benzodiazepine

(11S,12R)-9,9,11-Trimethyl-12-(3-nitro-phenyl)-1,8-diaza-tricyclo[6.3.1.0^2,7]dodeca-2⁽⁷⁾,3,5-triene

(11S,12R)-12-(3,4-Dichloro-phenyl)-9,9,11-trimethyl-1,8-diaza-tricyclo[6.3.1.0^2,7]dodeca-2⁽⁷⁾,3,5-triene

Refernces

• 1、 Timofeeva,Panchenko,Prikhod'ko,Ayupov,Larichev, Yu.V.,Khan, Nazmul Abedin,Jhung, Sung Hwa. "Metal-organic frameworks as efficient catalytic systems for the synthesis of 1,5-benzodiazepines from 1,2-phenylenediamine and ketones". . p. 128 - 137. Retrieved 2017/09/08.
• 2、 Climent, Maria J.,Corma, Avelino,Iborra, Sara,Santos, Laura L.. "Multisite solid catalyst for cascade reactions: The direct synthesis of benzodiazepines from nitro compounds". experimental part. p. 8834 - 8841. Retrieved 2010/04/28.