2-thioxo-1,2,3,5,6,7-hexahydro-4H-cyclopenta[d]pyrimidin-4-one

Base Information

• Chemical Name: 2-thioxo-1,2,3,5,6,7-hexahydro-4H-cyclopenta[d]pyrimidin-4-one
• CAS No.: 35563-27-0
• Molecular Formula: C7H8N2OS
• Molecular Weight: 168.219
• Hs Code.: 2933990090
• European Community (EC) Number: 827-424-6
• NSC Number: 24634
• DSSTox Substance ID: DTXSID60873590
• Mol file: 35563-27-0.mol

Synonyms:35563-27-0;2-thioxo-1,2,3,5,6,7-hexahydro-4H-cyclopenta[d]pyrimidin-4-one;2-Mercapto-6,7-dihydro-3H-cyclopentapyrimidin-4(5H)-one;2-thioxo-2,3,6,7-tetrahydro-1H-cyclopenta[d]pyrimidin-4(5H)-one;2-sulfanyl-6,7-dihydro-5H-cyclopenta[d]pyrimidin-4-ol;2-sulfanylidene-1,5,6,7-tetrahydrocyclopenta[d]pyrimidin-4-one;2-sulfanyl-5H,6H,7H-cyclopenta[d]pyrimidin-4-ol;MFCD02355518;2-mercapto-3,5,6,7-tetrahydro-4H-cyclopenta[d]pyrimidin-4-one;5,6-trimethylene-2-thiouracil;NSC24634;2-Sulfanyl-6,7-dihydro-5H-cyclopenta-[d]pyrimidin-4-ol;SCHEMBL191381;SCHEMBL18703579;DTXSID60873590;BKZNWILEYOKDSL-UHFFFAOYSA-N;2-MERCAPTO-6,7-DIHYDRO-5H-CYCLOPENTA[D]PYRIMIDIN-4-OL;CS-M1753;AC1620;MFCD00223637;MFCD02073920;NSC-24634;STK409570;STL102648;STL279631;AKOS000272679;AKOS001673168;AKOS002325703;AKOS032963859;CCG-323924;KD-0735;SDCCGMLS-0065786.P001;SY016087;BB 0242501;EU-0078498;FT-0731318;VU0509043-1;EN300-127041;A849385;AS-871/40438020;SR-01000495511;SR-01000495511-1;SR-01000495511-2;F1609-0569;2-Thioxo-1,2,3,5,6,7-hexahydro-cyclopentapyrimidin-4-one;2-Thioxo-1,2,3,5,6,7-hexahydro-cyclopentap yrimidin-4-one;2-sulfanyl-3,5,6,7-tetrahydro-4H-cyclopenta[d]pyrimidin-4-one;2-SULFANYLIDENE-1H,2H,3H,4H,5H,6H,7H-CYCLOPENTA[D]PYRIMIDIN-4-ONE

Chemical Property of 2-thioxo-1,2,3,5,6,7-hexahydro-4H-cyclopenta[d]pyrimidin-4-one

Chemical Property:

• Melting Point: >320℃
• Boiling Point: °Cat760mmHg
• Flash Point: °C
• PSA: 80.74000
• Density: 1.42g/cm³
• LogP: 0.92120
• XLogP3: 0.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 168.03573406
• Heavy Atom Count: 11
• Complexity: 270

Purity/Quality:

97% ^*data from raw suppliers

2-sulfanyl-5H,6H,7H-cyclopenta[d]pyrimidin-4-ol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC2=C(C1)NC(=S)NC2=O

Technology Process of 2-thioxo-1,2,3,5,6,7-hexahydro-4H-cyclopenta[d]pyrimidin-4-one

There total 6 articles about 2-thioxo-1,2,3,5,6,7-hexahydro-4H-cyclopenta[d]pyrimidin-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: 73.7%

methyl 2-oxocyclopentane-1-carboxylate (10472-24-9,265317-94-0) + thiourea (17356-08-0) → 2-sulfanylidene-1,2,3,4,6,7-hexahydro-5H-cyclopenta[d]pyrimidin-4-one (35563-27-0)

Guidance literature:

With 1,8-diazabicyclo[5.4.0]undec-7-ene; In acetonitrile; at 80 ℃; for 24h;

Reference yield: 26.0%

methyl 2-oxocyclopentane-1-carboxylate (10472-24-9,265317-94-0) + thiourea (17356-08-0) → 2-mercapto-6,7-dihydro-5H-cyclopenta[d]pyrimidin-4-ol (35563-27-0)

Guidance literature:

methyl 2-oxocyclopentane-1-carboxylate; thiourea; With potassium hydroxide; ethanol; In water; for 12h; Heating / reflux;

With hydrogenchloride; In water;

Reference yield: 24.0%

2-ethoxycarbonyl-1-cyclopentanone (611-10-9) + thiourea (17356-08-0) → 2-sulfanylidene-1,2,3,4,6,7-hexahydro-5H-cyclopenta[d]pyrimidin-4-one (35563-27-0)

Guidance literature:

With potassium hydroxide; In ethanol; at 80 ℃; for 5h;

DOI:10.1039/C6RA28102H

upstream raw materials:

2-ethoxycarbonyl-1-cyclopentanone

thiourea

methyl 2-oxocyclopentane-1-carboxylate

ethyl cyclopentanecarboxylate

Downstream raw materials:

2-(methylsulfanyl)-3H,4H,5H,6H,7H-cyclopenta[d]pyrimidin-4-one

6,7-dihydro-3H-cyclopenta[d]pyrimidin-4(5H)-one

1,5,6,7-tetrahydro-cyclopentapyrimidine-2,4-dione

C₁₆H₁₆N₂O₃S