22820-08-2

Basic information

• Product Name: 3,4-dihydroquinazoline-2(1H)-thione
• CAS NO: 22820-08-2
• Molecular Formula: C₈H₈N₂S
• Molecular Weight: 164.2275
• Mol File: 22820-08-2.mol
• Article Data: 18

Chemical Properties

• Boiling Point: 269.9°C at 760 mmHg
• Flash Point: 117°C
• Density: 1.31g/cm³
• Vapor Pressure: 0.00705mmHg at 25°C
• Refractive Index: 1.704
• CAS DataBase Reference: 3,4-dihydroquinazoline-2(1H)-thione(CAS DataBase Reference)
• NIST Chemistry Reference: 3,4-dihydroquinazoline-2(1H)-thione(22820-08-2)
• EPA Substance Registry System: 3,4-dihydroquinazoline-2(1H)-thione(22820-08-2)

Safety Data

• Hazardous Substances Data: 22820-08-2(Hazardous Substances Data)

Upstream product

• 67-66-3 chloroform 
• 4403-69-4 2-amino-1-benzylamine 
• 6160-65-2 1,1'-Thiocarbonyldiimidazole 
• 103-72-0 phenyl isothiocyanate 
• 28144-70-9 anthranilic acid amide 
• 15182-74-8 2-Methylsulfinylanilin 
• 5344-90-1 2-Aminobenzyl alcohol 
• 1885-29-6 anthranilic acid nitrile 
• 75-15-0 carbon disulfide 
• 463-71-8 thiophosgene 
• 333-20-0 potassium thioacyanate 
• 78584-37-9 o-N-Sulfinylamino-benzylchlorid 

Downstream Products

• 82100-37-6 S-(p-chlorophenacyl)-2-mercapto-1,4-dihydroquinazoline 
• 128589-58-2 5H-3-(p-nitrophenyl)thiazolo<2,3-b>quinazoline 
• 128589-59-3 5H-3-(p-bromophenyl)thiazolo<2,3-b>quinazoline 
• 103870-89-9 N-t-butyl-N-benzyl-(3-oxo-2H,5H-thiazolo<2,3-b>quinazolin-2-ylidene)acetamide 
• 103870-86-6 N-benzyl-(3-oxo-2H,5H-thiazolo<2,3-b>quinazolin-2-ylidene)acetamide 
• 103870-87-7 N-cyclohexyl-(3-oxo-2H,5H-thiazolo<2,3-b>quinazolin-2-ylidene)acetamide 
• 103870-85-5 (3-oxo-2H,5H-thiazolo<2,3-b>quinazolin-2-ylidene)acetic acid phenyl ester 
• 82100-50-3 1-(4-Chloro-phenyl)-2-[3,4-dihydro-1H-quinazolin-(2Z)-ylidene]-ethanone 
• 132948-85-7 2-[1-(3-Nitro-phenyl)-meth-(E)-ylidene]-5H-thiazolo[2,3-b]quinazolin-3-one 
• 132948-84-6 2-[1-(3,4-Dimethoxy-phenyl)-meth-(E)-ylidene]-5H-thiazolo[2,3-b]quinazolin-3-one 
• 132948-82-4 5H-2-(p-dimethylaminobenzylidene)thiazolo<2,3-b>quinazolin-3(2H)-one 
• 132948-83-5 2-[1-(4-Methoxy-phenyl)-meth-(E)-ylidene]-5H-thiazolo[2,3-b]quinazolin-3-one 
• 132948-86-8 2-[(E)-3-Phenyl-prop-2-en-(E)-ylidene]-5H-thiazolo[2,3-b]quinazolin-3-one 
• 1904-65-0 1,2,3,4-tetrahydroquinazoline 

Relevant articles and documents

Synthesis, structure and transformations of 2-iminoimidazolidines into novel fused heterocyclic ring systems

Reaction of 2-chloro-4,5-dihydroimidazole (1) with 2-aminobenzylamines (2a-d) afforded 2-[(imidazolidin-2-ylideneamino)methyl]-anilines (3a-d) which upon treatment with carbon disulfide gave 2,3-dihydro-12H-imidazo[2′,1′:4,5][1,3,5]thiadiazino[2,3-b]quinazolin-5-thiones (4a-d) and 3,4-dihydro-1H-quinazolin-2-thiones (5a-c). Analogous reaction of 1 with 2-aminobenzyl alcohol (6) led to the formation of [2-(4,5-dihydro-1H-imidazol-2-ylamino)phenyl]methanol hydrochloride (7) which was transformed into 1-(4H-3,1-benzoxazin-2-yl)imidazolidin-2-thione (8).{A figure is presented}.

Synthesis of a 12H-benzothiazolo[2,3-b]quinazoline derivative

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Synthesis and Adrenergic Blocking Effects of 2-(Alkylamino)-3,4-dihydroquinazolines

Based on the known biological activity of a variety of guanidine-containing agents, several N-substituted 3,4-dihydroquinazolines were synthesized.These compounds can be considered to be rigid analogues of phenylguanidines.In anesthetized rats the compounds decreased blood pressure and were antagonist of the pressor response to norepinephrine.

Thiocarbonyl Surrogate via Combination of Sulfur and Chloroform for Thiocarbamide and Oxazolidinethione Construction

An efficient and practical thiocarbonyl surrogate via combination of sulfur and chloroform has been developed. A variety of thiocarbamides and oxazolidinethiones have been established, including chiral thiourea catalysts and chiral oxazolidinethione auxiliaries with high selectivity. Meanwhile, pesticides Diafenthiuron (an acaricide), ANTU (a rodenticide), and Chloromethiuron (an insecticide) were practically synthesized through this method in gram scale. Dicholorocarbene, as the key intermediate, was further confirmed via a carbene-trapping control experiment.

Fragment based search for small molecule inhibitors of HIV-1 Tat-TAR

Basic molecular building blocks such as benzene rings, amidines, guanidines, and amino groups have been combined in a systematic way to generate ligand candidates for HIV-1 TAR RNA. Ranking of the resulting compounds was achieved in a fluorimetric Tat-TAR