5585-23-9

Basic information

• Product Name: N-(3,4-dimethoxybenzyl)thieno[2,3-d]pyrimidin-4-amine
• CAS NO: 5585-23-9
• Molecular Formula: C₆H₁₁NO₃S
• Molecular Weight: 301.3635
• Mol File: 5585-23-9.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 479.4°C at 760 mmHg
• Flash Point: 243.8°C
• Density: 1.323g/cm³
• Vapor Pressure: 2.36E-09mmHg at 25°C
• Refractive Index: 1.68
• CAS DataBase Reference: N-(3,4-dimethoxybenzyl)thieno[2,3-d]pyrimidin-4-amine(CAS DataBase Reference)
• NIST Chemistry Reference: N-(3,4-dimethoxybenzyl)thieno[2,3-d]pyrimidin-4-amine(5585-23-9)
• EPA Substance Registry System: N-(3,4-dimethoxybenzyl)thieno[2,3-d]pyrimidin-4-amine(5585-23-9)

Safety Data

• Hazardous Substances Data: 5585-23-9(Hazardous Substances Data)

Upstream product

• 64-17-5 ethanol 
• 16182-04-0 Ethoxycarbonyl isothiocyanate 
• 17356-08-0 thiourea 
• 14337-43-0 ethyl 2-chloro-2-(hydroxyimino)acetate 
• 1147550-11-5 ammonium thiocyanate 
• 541-41-3 chloroformic acid ethyl ester 

Downstream Products

• 64-17-5 ethanol 
• 463-56-9 thiocyanic acid 
• 463-79-6 carbonic-acid 
• 19617-44-8 diethyl iminodicarboxylate 
• 14495-36-4 5-ethoxy-2-phenyl-1,2-dihydro-[1,2,4]triazol-3-one 
• 6306-71-4 lobendazole 
• 603-54-3 N,N-diphenylurea 
• 621-00-1 1,3-di-p-tolylurea 

Relevant articles and documents

Unexpectedly Stable (Chlorocarbonyl)(N-ethoxycarbonylcarbamoyl)disulfane, and Related Compounds That Model the Zumach-Weiss-Kühle (ZWK) Reaction for Synthesis of 1,2,4-Dithiazolidine-3,5-diones

The Zumach-Weiss-Kühle (ZWK) reaction provides 1,2,4-dithiazolidine-3,5-diones [dithiasuccinoyl (Dts)-amines] by the rapid reaction of O-ethyl thiocarbamates plus (chlorocarbonyl)sulfenyl chloride, with ethyl chloride and hydrogen chloride being formed as coproducts, and carbamoyl chlorides or isocyanates generated as yield-diminishing byproducts. However, when the ZWK reaction is applied with (N-ethoxythiocarbonyl)urethane as the starting material, heterocyclization to the putative "Dts-urethane"? does not occur. Instead, the reaction directly provides (chlorocarbonyl)(N-ethoxycarbonylcarbamoyl)disulfane, a reasonably stable crystalline compound; modified conditions stop at the (chlorocarbonyl)[1-ethoxy-(N-ethoxycarbonyl)formimidoyl]disulfane intermediate. The title (chlorocarbonyl)(carbamoyl)disulfane cannot be converted to the elusive Dts derivative, but rather gives (N-ethoxycarbonyl)carbamoyl chloride upon thermolysis, or (N-ethoxycarbonyl)isocyanate upon treatment with tertiary amines. Additional transformations of these compounds have been discovered, providing entries to both known and novel species. X-ray crystallographic structures are reported for the title (chlorocarbonyl)(carbamoyl)disulfane; for (methoxycarbonyl)(N-ethoxycarbonylcarbamoyl)disulfane, which is the corresponding adduct after quenching in methanol; for [1-ethoxy-(N-ethoxycarbonyl)formimidoyl](N′-methyl-N′-phenylcarbamoyl)disulfane, which is obtained by trapping the title intermediate with N-methylaniline; and for (N-ethoxycarbonylcarbamoyl)(N′-methyl-N′-phenylcarbamoyl)disulfane, which is a short-lived intermediate in the reaction of the title (chlorocarbonyl)(carbamoyl)disulfane with excess N-methylaniline. The new chemistry and structural information reported herein is expected to contribute to accurate modeling of the ZWK reaction trajectory.

A new route to 2-oxazolines, bis-oxazolines, and 2-Imidazoline-5-ones from imidates using solvent-free cycloadditions: Synthesis, chemical properties, and PM3 MO calculations

The 1,3-dipolar cycloadditions between imidate 1, derived from dimethylaminomalonate and aldehydes 2(a-f), phthalaldehyde 2g, isophthalaldehyde 2h. 4-chlorophenylisocyanate 9a, ethoxycarbonylisothiocyanate 9d as dipolarophiles proceeds regioselectively in