Yua7HA3Y9A

Base Information

• Chemical Name: Yua7HA3Y9A
• CAS No.: 137984-92-0
• Molecular Formula: C₁₇H₁₃ClN₂O₄
• Molecular Weight: 344.754
• UNII: YUA7HA3Y9A
• Mol file: 137984-92-0.mol

Synonyms:137984-92-0;YUA7HA3Y9A;SCHEMBL7350595;DB-307269;1-(4-Nitrobenzoyl)-7-chloro-1,2,3,4-tetrahydrobenzo[b]azepin-5-one;5H-1-Benzazepin-5-one, 7-chloro-1,2,3,4-tetrahydro-1-(4-nitrobenzoyl)-;7-Chloro-1,2,3,4-tetrahydro-1-(4-nitrobenzoyl)-5H-1-benzazepin-5-one;7-Chloro-1-(4-nitrobenzoyl)-3,4-dihydro-1h-benzo[b]azepin-5(2h)-one

Chemical Property of Yua7HA3Y9A

Chemical Property:

• XLogP3: 3.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 344.0563846
• Heavy Atom Count: 24
• Complexity: 513

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1CC(=O)C2=C(C=CC(=C2)Cl)N(C1)C(=O)C3=CC=C(C=C3)[N+](=O)[O-]

Technology Process of Yua7HA3Y9A

There total 6 articles about Yua7HA3Y9A 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:

4-chlorobenzenesulfonyl chloride (5202-89-1) → 7-chloro-1-(4-nitrobenzoyl)-5-oxo-2,3,4,5-tetrahydro-1H-1-benzazepine (137984-92-0)

Guidance literature:

Multi-step reaction with 5 steps

1.1: 85 percent / pyridine / 20 °C

2.1: 94 percent / K₂CO₃ / dimethylformamide / 4 h / 120 °C

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

3.2: 60 percent / conc. HCl / acetic acid / 5 h / Heating

4.1: 81 percent / polyphosphoric acid / 1.5 h / 80 - 100 °C

5.1: 57 percent / Et₃N / CH₂Cl₂ / 2 h / 20 °C

With pyridine; PPA; potassium tert-butylate; potassium carbonate; triethylamine; In dichloromethane; N,N-dimethyl-formamide; toluene; 1.1: Tosylation / 2.1: Alkylation / 3.1: Cyclization / 3.2: Hydrolysis / 4.1: detosylation / 5.1: Acylation;

DOI:10.1016/S0968-0896(99)00101-7

Reference yield:

5-chloro-2-nitrobenzoic acid (2516-95-2) → 7-chloro-1-(4-nitrobenzoyl)-5-oxo-2,3,4,5-tetrahydro-1H-1-benzazepine (137984-92-0)

Guidance literature:

Multi-step reaction with 7 steps

1.1: 100 percent / K₂CO₃ / acetone / 0.5 h / Heating

2.1: SnCl₂*2H₂O; conc. HCl / ethanol / 20 °C

3.1: 85 percent / pyridine / 20 °C

4.1: 94 percent / K₂CO₃ / dimethylformamide / 4 h / 120 °C

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

5.2: 60 percent / conc. HCl / acetic acid / 5 h / Heating

6.1: 81 percent / polyphosphoric acid / 1.5 h / 80 - 100 °C

7.1: 57 percent / Et₃N / CH₂Cl₂ / 2 h / 20 °C

With pyridine; hydrogenchloride; PPA; potassium tert-butylate; potassium carbonate; triethylamine; tin(ll) chloride; In ethanol; dichloromethane; N,N-dimethyl-formamide; acetone; toluene; 1.1: Esterification / 2.1: Reduction / 3.1: Tosylation / 4.1: Alkylation / 5.1: Cyclization / 5.2: Hydrolysis / 6.1: detosylation / 7.1: Acylation;

DOI:10.1016/S0968-0896(99)00101-7

Reference yield:

methyl 5-chloro-2-nitrobenzoate (51282-49-6) → 7-chloro-1-(4-nitrobenzoyl)-5-oxo-2,3,4,5-tetrahydro-1H-1-benzazepine (137984-92-0)

Guidance literature:

Multi-step reaction with 6 steps

1.1: SnCl₂*2H₂O; conc. HCl / ethanol / 20 °C

2.1: 85 percent / pyridine / 20 °C

3.1: 94 percent / K₂CO₃ / dimethylformamide / 4 h / 120 °C

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

4.2: 60 percent / conc. HCl / acetic acid / 5 h / Heating

5.1: 81 percent / polyphosphoric acid / 1.5 h / 80 - 100 °C

6.1: 57 percent / Et₃N / CH₂Cl₂ / 2 h / 20 °C

With pyridine; hydrogenchloride; PPA; potassium tert-butylate; potassium carbonate; triethylamine; tin(ll) chloride; In ethanol; dichloromethane; N,N-dimethyl-formamide; toluene; 1.1: Reduction / 2.1: Tosylation / 3.1: Alkylation / 4.1: Cyclization / 4.2: Hydrolysis / 5.1: detosylation / 6.1: Acylation;

DOI:10.1016/S0968-0896(99)00101-7

upstream raw materials:

4-chlorobenzenesulfonyl chloride

5-chloro-2-nitrobenzoic acid

methyl 5-chloro-2-nitrobenzoate

N-p-toluenesulfonyl-5-chloro-anthranilic acid methyl ester

Downstream raw materials:

5-(N-allylamino)-7-chloro-1-[4-[(2-methylbenzoyl)amino]benzoyl]-2,3,4,5-tetrahydro-1H-1-benzazepine

7-chloro-5-(N-methylamino)-1-[4-[(2-methylbenzoyl)amino]benzoyl]-2,3,4,5-tetrahydro-1H-1-benzazepine

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

5-allyloxy-7-chloro-1-(4-nitrobenzoyl)-2,3,4,5-tetrahydro-1H-1-benzazepine