2,3,5,6-tetramethyl-1-(4-nitrophenylthio)-4-oxocyclohexa-2,5-dienyl 2-chloroacetate

Base Information

• Chemical Name: 2,3,5,6-tetramethyl-1-(4-nitrophenylthio)-4-oxocyclohexa-2,5-dienyl 2-chloroacetate
• CAS No.: 335642-24-5
• Molecular Formula: C₁₈H₁₈ClNO₅S
• Molecular Weight: 395.864

Synonyms:2,3,5,6-tetramethyl-1-(4-nitrophenylthio)-4-oxocyclohexa-2,5-dienyl 2-chloroacetate

Chemical Property of 2,3,5,6-tetramethyl-1-(4-nitrophenylthio)-4-oxocyclohexa-2,5-dienyl 2-chloroacetate

Chemical Property:

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Technology Process of 2,3,5,6-tetramethyl-1-(4-nitrophenylthio)-4-oxocyclohexa-2,5-dienyl 2-chloroacetate

There total 2 articles about 2,3,5,6-tetramethyl-1-(4-nitrophenylthio)-4-oxocyclohexa-2,5-dienyl 2-chloroacetate 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: 75.0%

1-ethoxyvinyl 2-chloroacetate (89728-00-7) + 2,3,5,6-Tetramethyl-4-(4-nitro-benzenesulfinyl)-phenol (169216-83-5) → 2,3,5,6-tetramethyl-1-(4-nitrophenylthio)-4-oxocyclohexa-2,5-dienyl 2-chloroacetate (335642-24-5)

Guidance literature:

With toluene-4-sulfonic acid; In toluene; at 60 ℃; for 1h;

DOI:10.1021/jo001710q

Reference yield:

Chloroacetic anhydride (541-88-8) + 2,3,5,6-Tetramethyl-4-(4-nitro-benzenesulfinyl)-phenol (169216-83-5) → 2,3,5,6-tetramethyl-1-(4-nitrophenylthio)-4-oxocyclohexa-2,5-dienyl 2-chloroacetate (335642-24-5)

Guidance literature:

DOI:10.1016/S0040-4039(00)02186-9

Reference yield: 100.0%

1-(trimethylsilyloxy)cyclopentene (19980-43-9) + 2,3,5,6-tetramethyl-1-(4-nitrophenylthio)-4-oxocyclohexa-2,5-dienyl 2-chloroacetate (335642-24-5) → 2-(4-nitrophenylthio)cyclopentanone

Guidance literature:

With trimethylsilyl trifluoromethanesulfonate; In acetonitrile; at -30 - 20 ℃; for 0.166667h;

DOI:10.1021/jo001710q

upstream raw materials:

1-ethoxyvinyl 2-chloroacetate

2,3,5,6-Tetramethyl-4-(4-nitro-benzenesulfinyl)-phenol

Chloroacetic anhydride

Downstream raw materials:

2,3,5,6-tetramethyl-5-(2,3,4-trimethoxyphenyl)-4-oxocyclohexa-1,2-dienyl 2-chloroacetate

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