6-chloro-2-thioxo-2,3-dihydroquinazolin-4(1H)-one

Base Information

• Chemical Name: 6-chloro-2-thioxo-2,3-dihydroquinazolin-4(1H)-one
• CAS No.: 33017-85-5
• Molecular Formula: C8H5 Cl N2 O S
• Molecular Weight: 212.66
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID00357041
• Nikkaji Number: J354.151G
• Wikidata: Q82136734
• Mol file: 33017-85-5.mol

Synonyms:33017-85-5;6-chloro-2-thioxo-2,3-dihydroquinazolin-4(1H)-one;6-chloro-2-sulfanylidene-1H-quinazolin-4-one;6-CHLORO-2-MERCAPTOQUINAZOLIN-4(3H)-ONE;SCHEMBL13545522;DTXSID00357041;AKOS000123409;AKOS001607379;AG-F-10885;SR-01000319726;SR-01000319726-1;6-chloro-2-sulfanylidene-1,2,3,4-tetrahydroquinazolin-4-one

Chemical Property of 6-chloro-2-thioxo-2,3-dihydroquinazolin-4(1H)-one

Chemical Property:

• PSA: 84.55000
• LogP: 1.86520
• XLogP3: 2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 211.9811117
• Heavy Atom Count: 13
• Complexity: 259

Purity/Quality:

99% ^*data from raw suppliers

6-CHLORO-2-MERCAPTOQUINAZOLIN-4(3H)-ONE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=C(C=C1Cl)C(=O)NC(=S)N2

Technology Process of 6-chloro-2-thioxo-2,3-dihydroquinazolin-4(1H)-one

There total 13 articles about 6-chloro-2-thioxo-2,3-dihydroquinazolin-4(1H)-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: 81.0%

2-(3-Benzoylthioureido)-5-chlor-benzoesaeure (131357-72-7) → 6-Chlor-4-oxo-2-thioxo-1,2,3,4-tetrahydrochinazolin (33017-85-5)

Guidance literature:

With sodium methylate; In methanol; Ambient temperature;

DOI:10.1002/ardp.19903231009

Reference yield: 72.0%

thiourea (17356-08-0) + 5-chloroanthranilic acid (635-21-2) → 6-Chlor-4-oxo-2-thioxo-1,2,3,4-tetrahydrochinazolin (33017-85-5)

Guidance literature:

In polyethyleneglycol; at 140 - 150 ℃; for 4.5h;

DOI:10.3987/COM-09-11659

Reference yield:

5-chloroanthranilic acid (635-21-2) → 6-Chlor-4-oxo-2-thioxo-1,2,3,4-tetrahydrochinazolin (33017-85-5)

Guidance literature:

Multi-step reaction with 2 steps

1: SOCl₂ / 1.5 h / Heating

2: acetone / 0.5 h / 20 °C

With thionyl chloride; In acetone;

DOI:10.1021/jm0004648

upstream raw materials:

Ethoxycarbonyl isothiocyanate

5-chloroanthranilic acid

2-(3-Benzoylthioureido)-5-chlor-benzoesaeure

ammonium thiocyanate

Downstream raw materials:

6-chloro-2-methylsulfanylquinazolin-4(3H)-one