8-chloro-1-[4-[(2-methylbenzoyl)amino]benzoyl]-5-oxo-2,3,4,5-tetrahydro-1H-1-benzazepine

Base Information

Chemical Name:8-chloro-1-[4-[(2-methylbenzoyl)amino]benzoyl]-5-oxo-2,3,4,5-tetrahydro-1H-1-benzazepine
CAS No.:137977-41-4
Molecular Formula:C₂₅H₂₁ClN₂O₃
Molecular Weight:432.906
Hs Code.:

Synonyms:8-chloro-1-[4-[(2-methylbenzoyl)amino]benzoyl]-5-oxo-2,3,4,5-tetrahydro-1H-1-benzazepine

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Chemical Property of 8-chloro-1-[4-[(2-methylbenzoyl)amino]benzoyl]-5-oxo-2,3,4,5-tetrahydro-1H-1-benzazepine

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Technology Process of 8-chloro-1-[4-[(2-methylbenzoyl)amino]benzoyl]-5-oxo-2,3,4,5-tetrahydro-1H-1-benzazepine

There total 10 articles about 8-chloro-1-[4-[(2-methylbenzoyl)amino]benzoyl]-5-oxo-2,3,4,5-tetrahydro-1H-1-benzazepine 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: 100.0%

: 933-88-0
ortho-toluoyl chloride

: 137984-96-4
1-(4-aminobenzoyl)-8-chloro-5-oxo-2,3,4,5-tetrahydro-1H-1-benzazepine

: 137977-41-4
8-chloro-1-[4-[(2-methylbenzoyl)amino]benzoyl]-5-oxo-2,3,4,5-tetrahydro-1H-1-benzazepine

Guidance literature:: With triethylamine; In dichloromethane; at 20 ℃; for 1.5h;
DOI:10.1016/S0968-0896(99)00101-7

Reference yield:

: 5900-58-3
2-amino-4-chloro-benzoic acid methyl ester

: 137977-41-4
8-chloro-1-[4-[(2-methylbenzoyl)amino]benzoyl]-5-oxo-2,3,4,5-tetrahydro-1H-1-benzazepine

Guidance literature:: Multi-step reaction with 7 steps

1.1: 95 percent / pyridine / 20 °C

2.1: 100 percent / K₂CO₃ / dimethylformamide / 4 h / 120 °C

3.1: t-BuOK / toluene / 0.5 h / Heating

3.2: 51 percent / conc. HCl / acetic acid / 5 h / Heating

4.1: 82 percent / polyphosphoric acid / 1.5 h / 80 - 100 °C

5.1: 95 percent / Et₃N / CH₂Cl₂ / 2 h / 20 °C

6.1: 51 percent / conc. HCl; H₂ / PtO₂ / acetic acid / 760 Torr

7.1: 100 percent / Et₃N / CH₂Cl₂ / 1.5 h / 20 °C

With pyridine; hydrogenchloride; PPA; potassium tert-butylate; hydrogen; potassium carbonate; triethylamine; platinum(IV) oxide; In dichloromethane; acetic acid; N,N-dimethyl-formamide; toluene; 1.1: Tosylation / 2.1: Alkylation / 3.1: Cyclization / 3.2: Hydrolysis / 4.1: detosylation / 5.1: Acylation / 6.1: Hydrogenation / 7.1: Acylation;
DOI:10.1016/S0968-0896(99)00101-7

Reference yield:

: 38314-49-7
8-chloro-5-oxo-2,3,4,5-tetrahydro-1-p-toluenesulfonyl-1H-1-benzazepine

: 137977-41-4
8-chloro-1-[4-[(2-methylbenzoyl)amino]benzoyl]-5-oxo-2,3,4,5-tetrahydro-1H-1-benzazepine

Guidance literature:: Multi-step reaction with 4 steps

1: 82 percent / polyphosphoric acid / 1.5 h / 80 - 100 °C

2: 95 percent / Et₃N / CH₂Cl₂ / 2 h / 20 °C

3: 51 percent / conc. HCl; H₂ / PtO₂ / acetic acid / 760 Torr

4: 100 percent / Et₃N / CH₂Cl₂ / 1.5 h / 20 °C

With hydrogenchloride; PPA; hydrogen; triethylamine; platinum(IV) oxide; In dichloromethane; acetic acid; 1: detosylation / 2: Acylation / 3: Hydrogenation / 4: Acylation;
DOI:10.1016/S0968-0896(99)00101-7