10-Methoxy-4H-benzo[4,5]cyclohepta[1,2-b]thiophen-4-one

Base Information

• Chemical Name: 10-Methoxy-4H-benzo[4,5]cyclohepta[1,2-b]thiophen-4-one
• CAS No.: 59743-84-9
• Molecular Formula: C14H10O2S
• Molecular Weight: 242.298
• Hs Code.: 2934999090
• European Community (EC) Number: 611-873-8
• DSSTox Substance ID: DTXSID90385030
• Mol file: 59743-84-9.mol

Synonyms:59743-84-9;10-Methoxy-4H-benzo[4,5]cyclohepta[1,2-b]thiophen-4-one;Benzo[b]thiophen-10-methoxycycloheptanone;Benzothiophen-10-methoxy-cycloheptanone;10-Methoxy-4H-benzo[4,5]cyclohepta-[1,2-b]thiophen-4-one;8-methoxy-6-thiatricyclo[8.4.0.03,7]tetradeca-1(14),3(7),4,8,10,12-hexaen-2-one;4-methoxybenzo[1,2]cyclohepta[2,4-b]thiophen-10-one;Maybridge3_004479;Oprea1_275274;SCHEMBL10607942;DTXSID90385030;ZSGIVIUNURDDJL-UHFFFAOYSA-N;HMS1443L13;CCG-42947;MFCD00101207;AKOS005067981;IDI1_015866;AS-17291;FT-0726477;E85281;J-519697;SR-01000632904-1;BRD-K50961437-001-01-8;10-Methoxy-4-benzo[4,5]cyclohepta[1,2-b]thiophene-4-one;10-Methoxy-4H-benzo[4,5] cyclohepta[1,2-b] thiophen-4-one;8-methoxy-6-thiatricyclo[8.4.0.0^{3,7]tetradeca-1(14),3(7),4,8,10,12-hexaen-2-one

Chemical Property of 10-Methoxy-4H-benzo[4,5]cyclohepta[1,2-b]thiophen-4-one

Chemical Property:

• Appearance/Colour: light yellow crystal powder
• Vapor Pressure: 8.11E-08mmHg at 25°C
• Melting Point: 164-166 °C(Solv: methanol (67-56-1))
• Refractive Index: 1.661
• Boiling Point: 436.4 °C at 760 mmHg
• Flash Point: 217.7 °C
• PSA: 54.54000
• Density: 1.32 g/cm³
• LogP: 3.42330
• Storage Temp.: 2-8°C
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 242.04015073
• Heavy Atom Count: 17
• Complexity: 350

Purity/Quality:

99% ^*data from raw suppliers

10-Methoxy-4h-benzo[4,5]cyclohepta[1,2-b]thiophen-4-one ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC2=CC=CC=C2C(=O)C3=C1SC=C3

Technology Process of 10-Methoxy-4H-benzo[4,5]cyclohepta[1,2-b]thiophen-4-one

There total 5 articles about 10-Methoxy-4H-benzo[4,5]cyclohepta[1,2-b]thiophen-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: 59.59%

methanol (67-56-1) + 9,10-dibromo-9,10-dihydro-4H-benzo<4,5>cyclohepta<1,2-b>thiophene-4-one (34580-10-4) → 10-methoxy-4H-benzo<4,5>cyclohepta<1,2-b>thiophen-4-one (59743-84-9)

Guidance literature:

methanol; 9,10-dibromo-9,10-dihydro-4H-benzo<4,5>cyclohepta<1,2-b>thiophene-4-one; In water; for 4h; Reflux;

With K₂O/MgO; In water; for 4h; Reagent/catalyst; Reflux;

Reference yield:

methanol (67-56-1) + C13H6Br2OS → 10-methoxy-4H-benzo<4,5>cyclohepta<1,2-b>thiophen-4-one (59743-84-9)

Guidance literature:

methanol; C₁₃H₆Br₂OS; for 7h; Reflux;

With potassium hydroxide; for 3h; Reflux;

Reference yield:

9,10-dihydro-4H-benzo<4,5>cyclohepta<1,2-b>thiophen-4-one (1622-55-5) → 10-methoxy-4H-benzo<4,5>cyclohepta<1,2-b>thiophen-4-one (59743-84-9)

Guidance literature:

Multi-step reaction with 2 steps

1: N-bromosuccinimide, dibenzyl peroxide / CCl₄ / 3 h / Heating; alkaline mother methanolic liquor after XXII was diluted with water and extracted dichlormethane

2: mother liquors after XXIV diluted warwe and extracted with dichlormethane

With N-Bromosuccinimide; benzyl peroxide; In tetrachloromethane;

upstream raw materials:

9,10-dibromo-9,10-dihydro-4H-benzo<4,5>cyclohepta<1,2-b>thiophene-4-one

9,10-dihydro-4H-benzo<4,5>cyclohepta<1,2-b>thiophen-4-one

methanol

Downstream raw materials:

4-(1-methyl-1-oxy-piperidin-4-ylidene)-4,9-dihydro-benzo[4,5]cyclohepta[1,2-b]thiophen-10-one

9,10-Dihydro-4-(1-methyl-4-piperidyliden)-4H-benzo<4,5>cyclohepta<1,2-b>thiophen-10-ol

4-(1-benzyl-piperidin-4-ylidene)-4,9-dihydro-benzo[4,5]cyclohepta[1,2-b]thiophen-10-one

4-hydroxy-4-(1-methyl-4-piperidyl)-9,10-dihydro-4H-benzo<4,5>cyclohepta<1,2-b>thiopene-10-one

Refernces

• 1、 -. "A 10 - methoxy - 4 H - benzo [4, 5] cycloheptatriene [1, 2 - b] thiazole - 4 - ketone". Paragraph 0023; 0029-0030. . Retrieved 2018/06/19.
• 2、 Waldvogel,Schwarb,Bastian,Bourquin. "Synthetical pharmaceutics. 9 and 10 oxo derivatives of 9,10 dihydro 4H benzo [4,5] cyclohepta[1,2 b] thiophenes". . p. 866 - 877. Retrieved 2007/10/05.