3,4-dihydro-2(1H)-quinazolinethione

Base Information

• Chemical Name: 3,4-dihydro-2(1H)-quinazolinethione
• CAS No.: 22820-08-2
• Molecular Formula: C8H8 N2 S
• Molecular Weight: 164.2275
• NSC Number: 158596
• DSSTox Substance ID: DTXSID50394603
• Nikkaji Number: J2.300.956K
• ChEMBL ID: CHEMBL1208820
• Mol file: 22820-08-2.mol

Synonyms:3,4-dihydro-2(1H)-quinazolinethione;22820-08-2;3,4-dihydro-1H-quinazoline-2-thione;CHEMBL1208820;3,4-Dihydroquinazoline-2(1H)-thione;NSC158596;SCHEMBL44824;Dihydro-2(1H)-chinazolinthion;1,4-dihydroquinazoline-2-thiol;DTXSID50394603;VGNAMTKXQSLQJZ-UHFFFAOYSA-N;BDBM50356185;MFCD01648728;AKOS015994516;NSC-158596;SS-3017

Chemical Property of 3,4-dihydro-2(1H)-quinazolinethione

Chemical Property:

• Vapor Pressure: 0.00705mmHg at 25°C
• Boiling Point: 269.9°Cat760mmHg
• Flash Point: 117°C
• Density: 1.31g/cm³
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 164.04081944
• Heavy Atom Count: 11
• Complexity: 170

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C2=CC=CC=C2NC(=S)N1

Technology Process of 3,4-dihydro-2(1H)-quinazolinethione

There total 14 articles about 3,4-dihydro-2(1H)-quinazolinethione 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: 95.0%

carbon disulfide (75-15-0,12122-00-8) + 2-amino-1-benzylamine (4403-69-4) → 3,4-dihydro-1H-quinazoline-2-thione (22820-08-2)

Guidance literature:

In dimethyl sulfoxide; at 70 ℃; for 2h;

DOI:10.1039/c9ra04540f

Reference yield: 94.0%

potassium thioacyanate (333-20-0) + o-N-Sulfinylamino-benzylchlorid (78584-37-9) → 3,4-dihydro-1H-quinazoline-2-thione (22820-08-2)

Guidance literature:

In N,N-dimethyl-formamide; at 140 ℃; for 0.25h;

Reference yield: 80.0%

phenyl isothiocyanate (103-72-0) + 2-amino-1-benzylamine (4403-69-4) → 3,4-dihydro-1H-quinazoline-2-thione (22820-08-2) + C14H13N3 (1010687-44-1)

Guidance literature:

With tris(bis(trimethylsilyl)amido)lanthanum(III); In toluene; at 80 ℃; for 24h; chemoselective reaction; Inert atmosphere; Schlenk technique;

DOI:10.1007/s11426-014-5149-0

upstream raw materials:

carbon disulfide

2-amino-1-benzylamine

potassium thioacyanate

o-N-Sulfinylamino-benzylchlorid

Downstream raw materials:

3(2H)-Oxo-5H-thiazolo<2,3-b>chinazolin-2-acetanilid

2-Methyl-5,6-dihydro-4(H)-oxo-1,3-thiazino<2,3-b>chinazolin

5H-2,3-dihydro-3-hydroxy-3-(p-nitrophenyl)thiazolo<2,3-b>quinazoline

5H-2,3-dihydro-3-hydroxy-3-(p-bromophenyl)thiazolo<2,3-b>quinazoline

Refernces

• 1、 Bennett,Radov,Trusso,Georgiev St.. "Synthesis and immunomodulating activity of 5H-thiazolo[2,3-b]quinazolin-3(2H)-one". . p. 633 - 634. Retrieved 1987.
• 2、 Liu,Yen,Chern,Lin. "Synthesis and antihypertensive activity of 2-methyl-4H,6H-[1,3]thiazino[2,3-b]quinazolin-4-one". . p. 379 - 381. Retrieved 1983.
• 3、 Ding, Chaochao,Wang, Shaoli,Sheng, Yaoguang,Dai, Qian,Zhao, Yunjie,Liang, Guang,Song, Zengqiang. "One-step construction of unsymmetrical thioureas and oxazolidinethiones from amines and carbon disulfide: Via a cascade reaction sequence". . p. 26768 - 26772. Retrieved 2019/09/06.
• 4、 -. "SPECIFIC INHIBITORS OF METHIONYL-TRNA SYNTHETASE". Paragraph 0311. . Retrieved 2016/03/13.