148119-29-3

Basic information

• Product Name: 2,4,6(1H,3H,5H)-Pyrimidinetrione, 5-[(2,3-dichlorophenyl)methylene]-
• CAS NO: 148119-29-3
• Molecular Formula: C11H6Cl2N2O3
• Molecular Weight: 285.086
• Mol File: 148119-29-3.mol

Chemical Properties

• CAS DataBase Reference: 2,4,6(1H,3H,5H)-Pyrimidinetrione, 5-[(2,3-dichlorophenyl)methylene]-(CAS DataBase Reference)
• NIST Chemistry Reference: 2,4,6(1H,3H,5H)-Pyrimidinetrione, 5-[(2,3-dichlorophenyl)methylene]-(148119-29-3)
• EPA Substance Registry System: 2,4,6(1H,3H,5H)-Pyrimidinetrione, 5-[(2,3-dichlorophenyl)methylene]-(148119-29-3)

Safety Data

• Hazardous Substances Data: 148119-29-3(Hazardous Substances Data)

Usage

General Description

2,4,6(1H,3H,5H)-Pyrimidinetrione, 5-[(2,3-dichlorophenyl)methylene]- is a chemical compound with the molecular formula C11H5Cl2N3O3. It is a derivative of pyrimidine and contains a dichlorophenylmethylene group. 2,4,6(1H,3H,5H)-Pyrimidinetrione, 5-[(2,3-dichlorophenyl)methylene]- may have various applications in chemical and pharmaceutical industries, and it could potentially exhibit biological activities due to its structural features. Further research and testing may be necessary to determine its specific properties and potential uses.

Upstream product

• 67-52-7 BARBITURIC ACID 
• 6334-18-5 2,3-dichlorobenzylaldehyde 

Downstream Products

• 538353-45-6 5-[1-(2,3-dichlorophenyl)-2-phenylethyl]barbituric acid 

Relevant articles and documents

Synthesis and crystal structure characterization of two new antibacterial agents: 5-[1-(2,3- and 2,4-dichlorophenyl)-2-phenylethyl]-2,4,6-trichloropyrimidines

The synthesis of 5-[1-(2,3-dichlorophenyl)-2-phenylethyl]-2,4,6-trichloropyrimidine (4a) and 5-[1-(2,4- dichlorophenyl)-2-phenylethyl]-2,4,6-trichloropyrimidine (4b) is described. These compounds were prepared by chlorination of the corresponding 5-substituted barbituric acids obtained by treatment of the 5-benzylidenebarbituric acids with benzylzinc bromide in the preceding step. These new trichloropyrimidines belong to a series of pyrimidine derivatives which show in vitro antibacterial activity against the undesirable human bacterial flora of the axilla and foot. The characterization of these compounds were performed by spectroscopy and X-ray structure determination. Compounds 4a and 4b crystallize in the monoclinic system. In the crystal of 4a there are two conformers A and B both of which are the same type of conformation, and are different from that found in the structure of 4b. The crystal cohesion results from numerous very week Van der Waals interactions.

CHLOROSULFONATION OF 5,5-DIPHENYLHYDANTOIN AND 5-ARYLIDENEBARBITURIC ACIDS

5,5-Diphenylhydantoin (1) by heating with chlorosulfonic acid gave a bis-sulfonyl chloride (2) in which the orientation of sulfonation is apparently meta/para.The chloride (2) was converted into 8 sulfonamides (3-10).Barbituric acid has been condensed with aromatic aldehydes to yield 18 5-arylidene derivatives (11-28).The reaction of chlorosulfonic acid with 5-benzylidenebarbituric acid (11) is discussed together with the subsequent reaction of the sulfonyl chloride with amines.The chlorosulfonation of other arylidenebarbituric acids (12-14, 22, 23, 26 and 28) has also been examined. Key words: 5,5-Diphenylhydantoin; 5-arylidenebarbituric acids; chlorosulfonation; sulfonamides; Michael addition.