250156-30-0

Basic information

• Product Name: 1-formyl-1,2,3,4-tetrahydro-6,7-dimethoxy-4-phenylthioquinoline
• Synonyms: 1-formyl-1,2,3,4-tetrahydro-6,7-dimethoxy-4-phenylthioquinoline
• CAS NO: 250156-30-0
• Molecular Weight: 329.42
• Mol File: 250156-30-0.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 1-formyl-1,2,3,4-tetrahydro-6,7-dimethoxy-4-phenylthioquinoline(CAS DataBase Reference)
• NIST Chemistry Reference: 1-formyl-1,2,3,4-tetrahydro-6,7-dimethoxy-4-phenylthioquinoline(250156-30-0)
• EPA Substance Registry System: 1-formyl-1,2,3,4-tetrahydro-6,7-dimethoxy-4-phenylthioquinoline(250156-30-0)

Safety Data

• Hazardous Substances Data: 250156-30-0(Hazardous Substances Data)

Upstream product

• 1025917-72-9 (3,4-dimethoxy-phenyl)-(3-phenylsulfanyl-propyl)-amine 
• 250156-12-8 N-(3,4-dimethoxyphenyl)-N-(3-phenylthiopropyl)formamide 
• 108-98-5 thiophenol 
• 24536-40-1 3-phenylthiopropanol 
• 4911-65-3 3-chloropropyl phenyl sulfide 
• 250156-20-8 N-(3,4-dimethoxyphenyl)-N-(3-phenylsulfinylpropyl)formamide 

Downstream Products

• 99986-04-6 1,2,3,4-tetrahydro-6,7-dimethoxyquinoline 

Relevant articles and documents

A novel synthesis of 1,2,3,4-tetrahydroquinolines via Pummerer-type reaction of N-aryl-N-[(phenylsulfinyl)propyl]formamide

A synthesis of 1,2,3,4-tetrahydroquinolines (TQs) 13 with two and three methoxyl groups on the benzene ring, was achieved via intramolecular cyclization of N-aryl-N-[(phenylsulfinyl)propyl]formamides 7 utilizing the Pummerer reaction as a key step. The reaction was carried out by using trifluoroacetic anhydride (TFAA) (method A) or TFAA-BF3 · Et2O (method B). The cyclization to 4-PhSTQs 8 proceeded effectively when the reaction center at the benzene ring was electronically activated by a methoxyl group. In the reaction of sulfoxide 7e having two OMe groups in the ortho- and para- positions, a different cyclization reaction leading to 1,5-benzothiazepine derivative 9 was observed, indicating that the high nucleophilicity of the benzene ring caused the unexpected reaction prior to cyclization to 4-PhSTQs 8. This route starting from methoxyanilines provides an efficient and convenient method of TQ synthesis.