198276-19-6

Basic information

• Product Name: 1,3-dimethyl-5-(thiophen-2-ylmethylene)pyrimidine-2,4,6(1H,3H,5H)-trione
• Synonyms: 1,3-dimethyl-5-(thiophen-2-ylmethylene)pyrimidine-2,4,6(1H,3H,5H)-trione;1,3-dimethyl-5-(thiophen-2-ylmethylidene)pyrimidine-2,4,6(1H,3H,5H)-trione
• CAS NO: 198276-19-6
• Molecular Formula: C₁₁H₁₀N₂O₃S
• Molecular Weight: 250.2737
• Mol File: 198276-19-6.mol
• Article Data: 10

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 1,3-dimethyl-5-(thiophen-2-ylmethylene)pyrimidine-2,4,6(1H,3H,5H)-trione(CAS DataBase Reference)
• NIST Chemistry Reference: 1,3-dimethyl-5-(thiophen-2-ylmethylene)pyrimidine-2,4,6(1H,3H,5H)-trione(198276-19-6)
• EPA Substance Registry System: 1,3-dimethyl-5-(thiophen-2-ylmethylene)pyrimidine-2,4,6(1H,3H,5H)-trione(198276-19-6)

Safety Data

• Hazardous Substances Data: 198276-19-6(Hazardous Substances Data)

Upstream product

• 98-01-1 furfural 
• 769-42-6 1,3-dimethylbarbituric acid 
• 1003-29-8 2-pyrrole aldehyde 
• 28162-32-5 2-(2-thienyl)-1-cyanoacrylonitrile 
• 98-03-3 thiophene-2-carbaldehyde 

Downstream Products

• 1096157-78-6 2-benzoyl-7,9-dimethyl-4-phenyl-1-(2-thienyl)-7,9-diazaspiro[4.5]deca-1,3-diene-6,8,10-trione 
• 1341225-25-9 7,9-dimethyl-1,3-diphenyl-4-(2-thienyl)-1,2,7,9-tetraazaspiro[4.5]dec-2-ene-6,8,10-trione 

Relevant articles and documents

Synthesis of symmetrical and unsymmetrical bis(pyrrolo[2,3-d]pyrimidinyl)methanes

Some novel symmetrical bis(pyrrolo[2,3-d]pyrimidinyl)methanes were synthesized via diheteroarylation of sp3 CH bond of acetophenones with molecular iodine and DMSO. Further, an efficient reaction protocol was developed with which both symmetrical and some novel unsymmetrical bis(pyrrolo[2,3-d]pyrimidinyl)methanes were synthesized. For this purpose, we have exploited the highly reactive and good leaving nature of 1,3-dimethylbarbituric acid.

Three-component one-pot synthesis of fused uracils - Pyrano[2,3-d]- pyrimidine-2,4-diones

5-Arylidene-N,N-dimethylbarbituric acids undergo smooth hetero-Diels-Alder reactions with enol ethers to afford cis and trans diastereoisomers of 7-alkoxy-5-aryl-2H-pyrano[2,3-d]pyrimidine-2,4-diones in excellent yields (84-95%). Cycloadducts with cis-configuration were the major products. Three-component one-pot reactions of N,N-dimethylbarbituric acid, aromatic and heteroaromatic aldehydes, and enol ethers in the presence of piperidine gave uracils also in very good yields (87-95%). The structure of the cycloadducts is discussed in terms of configuration and preferred conformation.

New donor-acceptor stenhouse adducts as visible and near infrared light polymerization photoinitiators

Polymerization photoinitiators that can be activated under low light intensity and in the visible range are being pursued by both the academic and industrial communities. To efficiently harvest light and initiate a polymerization process, dyes with high molar extinction coefficients in the visible range are ideal candidates. In this field, Donor-acceptor Stenhouse Adducts (DASA) which belong to a class of recently discovered organic photochromic molecules still lack practical applications. In this work, a series of DASA-based dyes are proposed as photoinitiators for the free radical polymerization of (meth)acrylates upon exposure to a near infrared light (laser diode at 785 nm).