3-(4-Methoxy-benzyl)-7,8-dimethyl-4,4-dioxo-3,4-dihydro-4λ⁶-thia-1,2,3-triaza-cyclopenta[b]naphthalen-9-one

Base Information

• Chemical Name: 3-(4-Methoxy-benzyl)-7,8-dimethyl-4,4-dioxo-3,4-dihydro-4λ⁶-thia-1,2,3-triaza-cyclopenta[b]naphthalen-9-one
• CAS No.: 87598-55-8
• Molecular Formula: C₁₉H₁₇N₃O₄S
• Molecular Weight: 383.428

Synonyms:3-(4-Methoxy-benzyl)-7,8-dimethyl-4,4-dioxo-3,4-dihydro-4λ⁶-thia-1,2,3-triaza-cyclopenta[b]naphthalen-9-one

Chemical Property of 3-(4-Methoxy-benzyl)-7,8-dimethyl-4,4-dioxo-3,4-dihydro-4λ⁶-thia-1,2,3-triaza-cyclopenta[b]naphthalen-9-one

Chemical Property:

Purity/Quality:

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Technology Process of 3-(4-Methoxy-benzyl)-7,8-dimethyl-4,4-dioxo-3,4-dihydro-4λ⁶-thia-1,2,3-triaza-cyclopenta[b]naphthalen-9-one

There total 6 articles about 3-(4-Methoxy-benzyl)-7,8-dimethyl-4,4-dioxo-3,4-dihydro-4λ⁶-thia-1,2,3-triaza-cyclopenta[b]naphthalen-9-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: 67.0%

3-(4-Methoxy-benzyl)-7,8-dimethyl-3H-4-thia-1,2,3-triaza-cyclopenta[b]naphthalen-9-one (87598-50-3) → 3-(4-Methoxy-benzyl)-7,8-dimethyl-4,4-dioxo-3,4-dihydro-4λ6-thia-1,2,3-triaza-cyclopenta[b]naphthalen-9-one (87598-55-8)

Guidance literature:

With potassium permanganate; acetic acid; In water; at 40 ℃;

DOI:10.1021/jm00368a021

Reference yield:

3,4-dimethylthiophenol (18800-53-8) → 3-(4-Methoxy-benzyl)-7,8-dimethyl-4,4-dioxo-3,4-dihydro-4λ6-thia-1,2,3-triaza-cyclopenta[b]naphthalen-9-one (87598-55-8)

Guidance literature:

Multi-step reaction with 5 steps

1: 1.) NaH / 1.) DMF, RT, 1 h, 2.) DMF, 80 deg C, 24 h

2: 100 percent / 1.25 M aq. NaOH / 3 h / 85 °C

3: oxalyl chloride, DMF / CH₂Cl₂ / 2 h / Ambient temperature

4: AlCl₃ / CH₂Cl₂ / 3 h / 0 °C

5: 67 percent / KMnO₄, acetic acid / H₂O / 40 °C

With sodium hydroxide; potassium permanganate; aluminium trichloride; oxalyl dichloride; sodium hydride; acetic acid; N,N-dimethyl-formamide; In dichloromethane; water;

DOI:10.1021/jm00368a021

Reference yield:

ethyl 5-chloro-1-[(4-methoxyphenyl)methyl]-1H-1,2,3-triazole-4-carboxylate (75020-42-7) → 3-(4-Methoxy-benzyl)-7,8-dimethyl-4,4-dioxo-3,4-dihydro-4λ6-thia-1,2,3-triaza-cyclopenta[b]naphthalen-9-one (87598-55-8)

Guidance literature:

Multi-step reaction with 5 steps

1: 1.) NaH / 1.) DMF, RT, 1 h, 2.) DMF, 80 deg C, 24 h

2: 100 percent / 1.25 M aq. NaOH / 3 h / 85 °C

3: oxalyl chloride, DMF / CH₂Cl₂ / 2 h / Ambient temperature

4: AlCl₃ / CH₂Cl₂ / 3 h / 0 °C

5: 67 percent / KMnO₄, acetic acid / H₂O / 40 °C

With sodium hydroxide; potassium permanganate; aluminium trichloride; oxalyl dichloride; sodium hydride; acetic acid; N,N-dimethyl-formamide; In dichloromethane; water;

DOI:10.1021/jm00368a021

upstream raw materials:

3-(4-Methoxy-benzyl)-7,8-dimethyl-3H-4-thia-1,2,3-triaza-cyclopenta[b]naphthalen-9-one

3,4-dimethylthiophenol

ethyl 5-chloro-1-[(4-methoxyphenyl)methyl]-1H-1,2,3-triazole-4-carboxylate

5-(3,4-Dimethyl-phenylsulfanyl)-1-(4-methoxy-benzyl)-1H-[1,2,3]triazole-4-carboxylic acid

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