2H-3-BENZAZEPIN-2-ONE,1-AMINO-1,3,4,5-TETRAHYDRO-3-METHYL-,(1S)-

Base Information

• Chemical Name: 2H-3-BENZAZEPIN-2-ONE,1-AMINO-1,3,4,5-TETRAHYDRO-3-METHYL-,(1S)-
• CAS No.: 253324-92-4
• Molecular Formula: C₁₁H₁₄N₂O
• Molecular Weight: 190.245
• Mol file: 253324-92-4.mol

Synonyms:2H-3-BENZAZEPIN-2-ONE,1-AMINO-1,3,4,5-TETRAHYDRO-3-METHYL-,(1S)-;(1S)-1-Amino-1,3,4,5-tetrahydro-3-methyl-2H-3-benzazepin-2-one

Chemical Property of 2H-3-BENZAZEPIN-2-ONE,1-AMINO-1,3,4,5-TETRAHYDRO-3-METHYL-,(1S)-

Chemical Property:

• Vapor Pressure: 9.42E-06mmHg at 25°C
• Melting Point: 98-99 ºC
• Boiling Point: 372.7°C at 760 mmHg
• PKA: 7.49±0.20(Predicted)
• Flash Point: 179.2°C
• PSA: 46.33000
• Density: 1.124
• LogP: 1.33910

Purity/Quality:

98%Min ^*data from raw suppliers

(1S)-1-Amino-1,3,4,5-tetrahydro-3-methyl-2H-3-benzazepin-2-one ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2H-3-BENZAZEPIN-2-ONE,1-AMINO-1,3,4,5-TETRAHYDRO-3-METHYL-,(1S)-

There total 19 articles about 2H-3-BENZAZEPIN-2-ONE,1-AMINO-1,3,4,5-TETRAHYDRO-3-METHYL-,(1S)- 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: 86.0%

1-(hydroxyimino)-3-methyl-1,3,4,5-tetrahydrobenz[d]azepin-2-one (253324-90-2) → 1-amino-3-methyl-1H,4H,5H-benzo-[d]azaperhydroepin-2-one (253324-91-3,253324-92-4,874910-35-7)

Guidance literature:

With hydrogenchloride; hydrogen; 5%-palladium/activated carbon; In ethanol; water; at 20 ℃; for 8.5h;

Reference yield: 84.0%

1-(hydroxyimino)-3-methyl-1H,4H,5H-benzo-[d]azaperhydroepin-2-one → 1-amino-3-methyl-1H,4H,5H-benzo-[d]azaperhydroepin-2-one (253324-91-3,253324-92-4,874910-35-7)

Guidance literature:

With hydrogenchloride; hydrogen; palladium on activated charcoal; In ethanol; water; at 50 ℃; for 24h; under 12928.7 Torr;

DOI:10.1016/j.tetasy.2005.10.037

Reference yield:

1-(hydroxyimino)-3-methyl-1H,4H,5H-benzo-[d]azaperhydroepin-2-one → (1S)-1-amino-3-methyl-1H,4H,5H-benzo[d]azaperhydroepin-2-one (253324-92-4,874910-35-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 84 percent / H₂; HCl / Pd/C / ethanol; H₂O / 24 h / 50 °C / 12928.7 Torr

2: (-)-D-mandelic acid / isopropyl acetate; propan-2-ol

With hydrogenchloride; (R)-Mandelic Acid; hydrogen; palladium on activated charcoal; In ethanol; Isopropyl acetate; water; isopropyl alcohol;

DOI:10.1016/j.tetasy.2005.10.037

upstream raw materials:

2-chloro-N-methyl-N-(2-phenylethyl)acetamide

1-phenyl-2-bromoethane

1,2,4,5-tetrahydro-3-methyl-3H-3-benzazepin-2-one

N-Methyl-N-phenethylamine

Downstream raw materials:

(1S)-1-amino-3-methyl-1H,4H,5H-benzo[d]azaperhydroepin-2-one

(1R)-1-amino-3-methyl-1H,4H,5H-benzo[d]azaperhydroepin-2-one

(1S)-1-amino-3-methyl-1H,4H,5H-benzo[d]azaperhydroepin-2-one hydrochloride

(1S)-1-amino-3-methyl-1H,4H,5H-benzo[d]azaperhydroepin-2-one di-p-toluoyl-L-tartrate

Refernces

• 1、 Mitchell, David,Hay, Lynne A.,Koenig, Thomas M.,McDaniel, Stacey,Nissen, Jeffrey S.,Audia, James E.. "Classical and dynamic resolution of 1-amino-3-methyl-1,3,4,5- tetrahydrobenzo[d]azepin-2-one". . p. 3814 - 3819. Retrieved 2007/10/03.