N,5,8-Trimethyl-2,3,4,9-tetrahydrothiopyrano(2,3-b)indole-4-methylamine hydrochloride

Base Information

• Chemical Name: N,5,8-Trimethyl-2,3,4,9-tetrahydrothiopyrano(2,3-b)indole-4-methylamine hydrochloride
• CAS No.: 73425-77-1
• Molecular Formula: C₁₅H₂₀N₂S*ClH
• Molecular Weight: 296.864
• DSSTox Substance ID: DTXSID50994167
• Mol file: 73425-77-1.mol

Synonyms:N,5,8-Trimethyl-2,3,4,9-tetrahydrothiopyrano(2,3-b)indole-4-methylamine hydrochloride;Thiopyrano(2,3-b)indole-4-methylamine, 2,3,4,9-tetrahydro-N,5,8-trimethyl-, hydrochloride;73425-77-1;Thiopyrano(2,3-b)indole, 2,3,4,9-tetrahydro-5,8-dimethyl-4-((methylamino)methyl)-, monohydrochloride;DTXSID50994167;LS-153289;1-(5,8-Dimethyl-2,3,4,9-tetrahydrothiopyrano[2,3-b]indol-4-yl)-N-methylmethanamine--hydrogen chloride (1/1)

Chemical Property of N,5,8-Trimethyl-2,3,4,9-tetrahydrothiopyrano(2,3-b)indole-4-methylamine hydrochloride

Chemical Property:

• Vapor Pressure: 2.65E-07mmHg at 25°C
• Boiling Point: 421.2°C at 760 mmHg
• Flash Point: 208.6°C
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 296.1113975
• Heavy Atom Count: 19
• Complexity: 296

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C2C3=C(NC2=C(C=C1)C)SCCC3CNC.Cl

Technology Process of N,5,8-Trimethyl-2,3,4,9-tetrahydrothiopyrano(2,3-b)indole-4-methylamine hydrochloride

There total 4 articles about N,5,8-Trimethyl-2,3,4,9-tetrahydrothiopyrano(2,3-b)indole-4-methylamine hydrochloride 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: 85.0%

5,8-dimethyl-2,3,4,9-tetrahydro-thiopyrano[2,3-b]indole-4-carbaldehyde (73425-16-8) + methylamine (74-89-5) → (5,8-Dimethyl-2,3,4,9-tetrahydro-thiopyrano[2,3-b]indol-4-ylmethyl)-methyl-amine; hydrochloride (73425-77-1)

Guidance literature:

With hydrogenchloride; sodium tetrahydroborate;

DOI:10.1248/cpb.32.877

Reference yield:

4,7-Dimethyl-2-indolinon (59022-71-8) → (5,8-Dimethyl-2,3,4,9-tetrahydro-thiopyrano[2,3-b]indol-4-ylmethyl)-methyl-amine; hydrochloride (73425-77-1)

Guidance literature:

Multi-step reaction with 4 steps

1: 86 percent / P₂S₅, NaHCO₃ / tetrahydrofuran / 3 h / Ambient temperature

2: K₂CO₃

3: Heating

4: 85 percent / 1) NaBH₄; 2) HCl

With hydrogenchloride; sodium tetrahydroborate; tetraphosphorus decasulfide; sodium hydrogencarbonate; potassium carbonate; In tetrahydrofuran;

DOI:10.1248/cpb.32.877

Reference yield:

4,7-Dimethyl-1,3-dihydro-indole-2-thione (73425-10-2) → (5,8-Dimethyl-2,3,4,9-tetrahydro-thiopyrano[2,3-b]indol-4-ylmethyl)-methyl-amine; hydrochloride (73425-77-1)

Guidance literature:

Multi-step reaction with 3 steps

1: K₂CO₃

2: Heating

3: 85 percent / 1) NaBH₄; 2) HCl

With hydrogenchloride; sodium tetrahydroborate; potassium carbonate;

DOI:10.1248/cpb.32.877

upstream raw materials:

5,8-dimethyl-2,3,4,9-tetrahydro-thiopyrano[2,3-b]indole-4-carbaldehyde

methylamine

4,7-Dimethyl-2-indolinon

4,7-Dimethyl-1,3-dihydro-indole-2-thione