2,3-Dihydro-4h-benzo[h]thiochromen-4-one

Base Information

• Chemical Name: 2,3-Dihydro-4h-benzo[h]thiochromen-4-one
• CAS No.: 7433-02-5
• Molecular Formula: C₁₃H₁₀OS
• Molecular Weight: 214.288
• European Community (EC) Number: 636-134-7
• NSC Number: 109424
• DSSTox Substance ID: DTXSID00995846
• Wikidata: Q82987442
• ChEMBL ID: CHEMBL1708151
• Mol file: 7433-02-5.mol

Synonyms:MLS002704157;2H-Benzo[h]thiochromen-4(3H)-one;7433-02-5;SMR001570863;2,3-dihydro-4h-benzo[h]thiochromen-4-one;2,3-Dihydro-4H-naphtho[1,2-b]thiopyran-4-one;NSC109424;2,3-dihydrobenzo[h]thiochromen-4-one;SCHEMBL86054;cid_268934;CHEMBL1708151;BDBM91420;DTXSID00995846;AKOS024324949;NSC-109424

Chemical Property of 2,3-Dihydro-4h-benzo[h]thiochromen-4-one

Chemical Property:

• Vapor Pressure: 1.21E-06mmHg at 25°C
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 214.04523611
• Heavy Atom Count: 15
• Complexity: 263

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1CSC2=C(C1=O)C=CC3=CC=CC=C32

Technology Process of 2,3-Dihydro-4h-benzo[h]thiochromen-4-one

There total 6 articles about 2,3-Dihydro-4h-benzo[h]thiochromen-4-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: 57.0%

2,3-dihydro-4H-naphtho<1,2-b>thiopyran-4-one 1-oxide (77879-76-6) → 2,3-dihydro-4H-naphtho<1,2-b>thiopyran-4-one (7433-02-5)

Guidance literature:

In benzene; for 24h; Product distribution; Irradiation; sev. sulfoxides of naphtho<1,2-b>- and <2,1-b>thiopyrans; var. time, temp., and solvents;

Reference yield:

1-Naphthalenethiol (529-36-2) → 2,3-dihydro-4H-naphtho<1,2-b>thiopyran-4-one (7433-02-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 82 percent / 1 percent sodium hydroxide / H₂O; methanol / 4 h / Heating

2: 1.) pyridine, thionyl chloride; 2.) stannic chloride / 1.) ether, reflux, 45 min; 2.) benzene

With pyridine; sodium hydroxide; thionyl chloride; tin(IV) chloride; In methanol; water;

Reference yield:

1-naphthalenesulfonic acid (85-47-2) → 2,3-dihydro-4H-naphtho<1,2-b>thiopyran-4-one (7433-02-5)

Guidance literature:

Multi-step reaction with 4 steps

1: 68 percent / 1.) sodium chloride; 2.) phosphorous pentachloride / 1.) pH=neutral with sodium hydrogen carbonate, water, reflux; 2.) 170-180 deg C, 3 h

2: 85 percent / 98 percent sulfonic acid, zinc / 1.5 h; 90-100 deg C, 5 h

3: 82 percent / 1 percent sodium hydroxide / H₂O; methanol / 4 h / Heating

4: 1.) pyridine, thionyl chloride; 2.) stannic chloride / 1.) ether, reflux, 45 min; 2.) benzene

With pyridine; sodium hydroxide; thionyl chloride; sulfonic acid; phosphorus pentachloride; tin(IV) chloride; sodium chloride; zinc; In methanol; water;

upstream raw materials:

3-(1-naphthylthio)propanoic acid

2,3-dihydro-4H-naphtho<1,2-b>thiopyran-4-one 1-oxide

1-Naphthalenethiol

1-naphthalenesulfonic acid

Refernces

• 1、 Still, Ian W. J.,Arora, Parkash C.,Hasan, S. Khaquan,Kutney, Gerald W.,Lo, LAwrence Y. T.,Turnbull, Kenneth. "CONFORMATIONAL ANALYSIS AND PHOTOCHeMICAL BEHAVIOUR OF SULFOXIDES IN THE NAPHTHOTHIOPYRAN AND NAPHTHOTHIOPYRAN SERIES". . p. 199 - 209. Retrieved 2007/10/02.