7-Chloro-1,2,3,4-tetrahydro-1-(2-methyl-4-nitrobenzoyl)-5H-1-benzazepin-5-one

Base Information

• Chemical Name: 7-Chloro-1,2,3,4-tetrahydro-1-(2-methyl-4-nitrobenzoyl)-5H-1-benzazepin-5-one
• CAS No.: 137982-91-3
• Molecular Formula: C18H15ClN2O4
• Molecular Weight: 358.781
• Hs Code.: 2933990090
• Mol file: 137982-91-3.mol

Synonyms:7-Chloro-1-(2-methyl-4-nitrobenzoyl)-1,2,3,4-tetrahydro-5H-1-benzazepin-5-one;

Chemical Property of 7-Chloro-1,2,3,4-tetrahydro-1-(2-methyl-4-nitrobenzoyl)-5H-1-benzazepin-5-one

Chemical Property:

• Boiling Point: 573.345 °C at 760 mmHg
• PKA: -2.58±0.20(Predicted)
• Flash Point: 300.548 °C
• PSA: 83.20000
• Density: 1.387 g/cm³
• LogP: 4.76810
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Solubility.: DMSO (Slightly), Methanol (Slightly)

Purity/Quality:

99% ^*data from raw suppliers

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

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 7-Chloro-1,2,3,4-tetrahydro-1-(2-methyl-4-nitrobenzoyl)-5H-1-benzazepin-5-one is an intermediate in synthesizing Tolvaptan-d7 (T536652), a labelled Tolvaptan (T536650). It is a selective, competitive arginine vasopressin V2 receptor antagonist used to treat hyponatremia (low blood sodium levels) associated with congestive heart failure, cirrhosis, and the syndrome of inappropriate antidiuretic hormone (SIADH).

Technology Process of 7-Chloro-1,2,3,4-tetrahydro-1-(2-methyl-4-nitrobenzoyl)-5H-1-benzazepin-5-one

There total 17 articles about 7-Chloro-1,2,3,4-tetrahydro-1-(2-methyl-4-nitrobenzoyl)-5H-1-benzazepin-5-one 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: 95.0%

2-methyl-4-nitrobenzoyl chloride (30459-70-2) + 7-chloro-1,2,3,4-tetrahydro-5H-benzo[b]azepin-5-one (160129-45-3) → 7-chloro-1-(2-methyl-4-nitrobenzoyl)-5-oxo-2,3,4,5-tetrahydro-1H-1-benzazepine (137982-91-3)

Guidance literature:

7-chloro-1,2,3,4-tetrahydro-5H-benzo[b]azepin-5-one; With magnesium hydroxide; In acetonitrile; at 10 ℃; for 0.5h;

2-methyl-4-nitrobenzoyl chloride; In acetonitrile; for 5h;

Reference yield: 92.7%

carbon monoxide (201230-82-2) + 2-bromo-5-nitrotoluene (7149-70-4) + 7-chloro-1,2,3,4-tetrahydro-5H-benzo[b]azepin-5-one (160129-45-3) → 7-chloro-1-(2-methyl-4-nitrobenzoyl)-5-oxo-2,3,4,5-tetrahydro-1H-1-benzazepine (137982-91-3)

Guidance literature:

With palladium diacetate; potassium carbonate; triphenylphosphine; In water; N,N-dimethyl-formamide; at 120 ℃; for 8h; under 22502.3 Torr; Temperature; Pressure; Autoclave;

Reference yield: 88.6%

C20H17ClN2O6 → 7-chloro-1-(2-methyl-4-nitrobenzoyl)-5-oxo-2,3,4,5-tetrahydro-1H-1-benzazepine (137982-91-3)

Guidance literature:

With hydrogenchloride; acetic acid; In water; at 100 ℃; for 6h; Time;

upstream raw materials:

2-methyl-4-nitrobenzoyl chloride

7-chloro-1,2,3,4-tetrahydro-5H-benzo[b]azepin-5-one

4-chlorobenzenesulfonyl chloride

5-chloro-2-nitrobenzoic acid

Downstream raw materials:

(+)-Tolvaptan

MOP-21826

tolvaptan

1-(4-amino-2-methylbenzoyl)-7-chloro-5-oxo-2,3,4,5-tetrahydro-1H-1-benzazepine

Refernces

• 1、 -. "Preparation method of tolvaptan". Paragraph 0011; 0012; 0013; 0014. . Retrieved 2017/07/22.
• 2、 -. "Preparation method for cardiovascular disease treatment drug". . . Retrieved 2016/10/08.