5719-46-0

Basic information

• Product Name: 4-chloro-5,7-dihydro-2-methylthieno[3,4-d]pyrimidine
• Synonyms: 4-chloro-5,7-dihydro-2-methylthieno[3,4-d]pyrimidine;Einecs 227-222-2;Thieno(3,4-D)pyrimidine, 4-chloro, 5,7-dihydro-2-methyl;Thieno(3,4-D)pyrimidine, 4-chloro-5,7-dihydro-2-methyl-;4-chloro-2-methyl-5,7-dihydrothieno[3,4-d]pyrimidine
• CAS NO: 5719-46-0
• Molecular Formula: C7H7ClN2S
• Molecular Weight: 186.66188
• EINECS: 227-222-2
• Mol File: 5719-46-0.mol

Chemical Properties

• Melting Point: 70-72℃
• Boiling Point: 324.3°Cat760mmHg
• Flash Point: 149.9°C
• Appearance: /
• Density: 1.406±0.06 g/cm3 (20 ºC 760 Torr)
• Vapor Pressure: 0.00047mmHg at 25°C
• Refractive Index: 1.641
• CAS DataBase Reference: 4-chloro-5,7-dihydro-2-methylthieno[3,4-d]pyrimidine(CAS DataBase Reference)
• NIST Chemistry Reference: 4-chloro-5,7-dihydro-2-methylthieno[3,4-d]pyrimidine(5719-46-0)
• EPA Substance Registry System: 4-chloro-5,7-dihydro-2-methylthieno[3,4-d]pyrimidine(5719-46-0)

Safety Data

• Hazardous Substances Data: 5719-46-0(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
4-chloro-5,7-dihydro-2-methylthieno[3,4-d]pyrimidine is used as a key intermediate in the synthesis of various bioactive compounds. Its heterocyclic nature and functional groups make it a valuable component in the development of new drugs with potential therapeutic applications.
Used in Agrochemical Industry:
In the agrochemical sector, 4-chloro-5,7-dihydro-2-methylthieno[3,4-d]pyrimidine serves as a crucial building block for the creation of novel agrochemicals. Its unique structure and functional groups contribute to the development of effective pesticides and other agricultural chemicals.
Used in Medicinal Chemistry Research:
4-chloro-5,7-dihydro-2-methylthieno[3,4-d]pyrimidine is utilized as a significant target in medicinal chemistry research. Its demonstrated biological activities, such as antimicrobial and antiviral properties, make it a promising candidate for the discovery and development of new therapeutic agents.

InChI:InChI=1/C7H7ClN2S/c1-4-9-6-3-11-2-5(6)7(8)10-4/h2-3H2,1H3

Upstream product

• 5719-23-3 2-methyl-3H-5,7-dihydrothieno<3,4-d>pyrimidin-4-one 

Downstream Products

• 154697-87-7 2-methyl-4-phenylthio-5,7-dihydrothieno<3,4-d>pyrimidine 6,6-dioxide 

Relevant articles and documents

Pyrimidine ortho-quinodimethanes

The pyrimidine sulfones 10, R = Me; Nu = OMe, NEt2, SPh, H and 11, R = Ph; Nu = OMe were synthesised from the dihydrothienopyrimidones 7, R = Me, Ph by conversion to the chloro derivatives 8 followed by oxidation with mCPBA and reaction with the appropriate nucleophile or hydrogen and Pd. Heating of the sulfones in 1,2,4-trichlorobenzene gave the pyrimidine o-quinodimethanes which were intercepted in Diels-Alder reactions to give tetrahydroquinazolines.

Pyrimidine o-quinodimethanes: Formation of 1:1 and 2:1 adducts with dienophiles

Pyrimidine fused dihydrothiophene S,S-dioxides 7 undergo thermal elimination of sulfur dioxide to give the pyrimidine o-quinodimethanes 8 which can be intercepted in Diels-Alder reactions to give substituted 5,6,7,8-tetrahydroquinazolines; these form cyclooctapyrimidines on heating with more dienophile.