N-Benzyl-3-(10,11-dihydro-5H-dibenzo[b,f]azepin-5-yl)-N-Methylpropan-1-aMine

Base Information

• Chemical Name: N-Benzyl-3-(10,11-dihydro-5H-dibenzo[b,f]azepin-5-yl)-N-Methylpropan-1-aMine
• CAS No.: 3978-87-8
• Molecular Formula: C₂₅H₂₈N₂
• Molecular Weight: 356.511
• Mol file: 3978-87-8.mol

Synonyms:N-Benzyldesipramine

Chemical Property of N-Benzyl-3-(10,11-dihydro-5H-dibenzo[b,f]azepin-5-yl)-N-Methylpropan-1-aMine

Chemical Property:

Purity/Quality:

99% ^*data from raw suppliers

N-Benzyl-3-(10,11-dihydro-5H-dibenzo[b,f]azepin-5-yl)-N-methylpropan-1-amine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: N-Benzyl-3-(10,11-dihydro-5H-dibenzo[b,f]azepin-5-yl)-N-methylpropan-1-amine is a reactant in the preparation of hydroxy metabolites of tricyclic antidepressants.

Technology Process of N-Benzyl-3-(10,11-dihydro-5H-dibenzo[b,f]azepin-5-yl)-N-Methylpropan-1-aMine

There total 4 articles about N-Benzyl-3-(10,11-dihydro-5H-dibenzo[b,f]azepin-5-yl)-N-Methylpropan-1-aMine 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: 81.0%

N-(3-chloropropyl)-N-methylbenzylamine (3161-52-2) + 9,10-dihydrodibenzazepine (494-19-9) → N-Benzyldesipramine (3978-87-8)

Guidance literature:

With potassium tert-butylate; In dimethyl sulfoxide; at 55 ℃; for 12h;

DOI:10.1021/acscatal.1c01199

Reference yield: 48.0%

desipramine hydrochloride (58-28-6) + benzaldehyde (100-52-7) → N-Benzyldesipramine (3978-87-8)

Guidance literature:

With potassium hydroxide; sodium cyanoborohydride; In methanol;

Reference yield:

benzyl-methyl-amine (103-67-3) → N-Benzyldesipramine (3978-87-8)

Guidance literature:

Multi-step reaction with 3 steps

1: C₁₇H₁₆BrMnN₂O₃S; potassium carbonate / toluene / 12 h / 100 °C / Inert atmosphere

2: thionyl chloride / chloroform / 6 h / 100 °C

3: potassium tert-butylate / dimethyl sulfoxide / 12 h / 55 °C

With thionyl chloride; potassium tert-butylate; C₁₇H₁₆BrMnN₂O₃S; potassium carbonate; In chloroform; dimethyl sulfoxide; toluene;

DOI:10.1021/acscatal.1c01199

upstream raw materials:

desipramine hydrochloride

benzaldehyde

N-(3-chloropropyl)-N-methylbenzylamine

9,10-dihydrodibenzazepine

Downstream raw materials:

N-Benzyl-2-formyldesipramine

2-Hydroxydesipramine

N-Benzyl-2-hydroxydesipramine

desipramine

Refernces

• 1、 Adamczyk, Maciek,Chen, Yon-Yih,Fishpaugh, Jeffrey R.. "A FACILE SYNTHETIC ROUTE TO HYDROXY METABOLITES OF TRICYCLIC ANTIDEPRESSANTS". . p. 365 - 372. Retrieved 2007/10/03.