19617-43-7

Usage

Uses

Used in Chemical Synthesis:
ETHOXYCARBONYL ISOCYANATE is used as a key intermediate for the synthesis of various organic compounds. It is particularly useful in the production of carbamates, which have a wide range of applications in different industries.
Used in Pharmaceutical Industry:
ETHOXYCARBONYL ISOCYANATE is used as a building block for the synthesis of pharmaceutical compounds. It is employed in the creation of ethyl[(phenylamino)carbonyl]carbamate by reacting with aniline, which can be further utilized in the development of drugs with specific therapeutic properties.
Used in Agrochemical Industry:
In the agrochemical industry, ETHOXYCARBONYL ISOCYANATE is used as a precursor for the synthesis of various agrochemicals, such as pesticides and herbicides. Its ability to form carbamates makes it a valuable component in the development of these compounds, which are essential for protecting crops and ensuring food security.
Used in Polymer Industry:
ETHOXYCARBONYL ISOCYANATE is used as a monomer in the polymer industry for the production of polyurethanes and other polymers with specific properties. These polymers find applications in various sectors, including automotive, construction, and consumer goods, due to their versatility and durability.
Used in Research and Development:
ETHOXYCARBONYL ISOCYANATE is used as a research compound for exploring new chemical reactions and developing novel synthetic routes. Its unique properties make it an attractive candidate for studying various aspects of organic chemistry, including reaction mechanisms, stereochemistry, and catalysis.

Purification Methods

Distil it twice from P2O5 (1-2g) through a small Vigreux column (p 11) and then through a 20-plate column. All fractional distillations should be under a vacuum. [Lamon J Heterocycl Chem 5 837 1968, Beilstein 3 H 36, 3 I 17.]

InChI:InChI=1/C4H5NO3/c1-2-8-4(7)5-3-6/h2H2,1H3

Upstream product

• 19245-24-0 bis-ethoxycarbonyl-cyano-amine 
• 590-28-3 potassium cyanate 
• 541-41-3 chloroformic acid ethyl ester 
• 3206-31-3 tris(ethoxycarbonyl)amine 
• 75-44-5 phosgene 
• 3906-22-7 N-octadecylacetamide 
• 95-50-1 1,2-dichloro-benzene 
• 51-79-6 urethane 
• 3315-16-0 silver cyanate 
• 79-37-8 oxalyl dichloride 

Downstream Products

• 19617-44-8 diethyl iminodicarboxylate 
• 626-36-8 ethyl allophanate 
• 51-79-6 urethane 
• 37895-06-0 μ-imido-dicarbonic acid ethyl ester-phenyl ester 
• 37895-08-2 C₁₁H₁₃NO₅ 
• 37895-14-0 μ-imido-dicarbonic acid 3,5-dimethoxy-phenyl ester ethyl ester 
• 37895-11-7 μ-imido-dicarbonic acid ethyl ester 3-morpholin-4-yl-phenyl ester 
• 37895-09-3 C₁₀H₁₀ClNO₄ 
• 37895-13-9 C₁₀H₉Cl₂NO₄ 
• 22293-58-9 4-Anilino-3--3-penten-2-on 
• 61656-93-7 C₁₈H₁₉N₃O₃ 
• 37895-07-1 C₁₁H₁₃NO₄ 
• 22293-57-8 3-Anilino-2--crotonsaeure-ethylester 
• 37895-12-8 C₁₂H₁₅NO₄ 

Relevant academic research and scientific papers

Design, Synthesis, and SAR Studies of Heteroarylpyrimidines and Heteroaryltriazines as CB2R Ligands

Herein we describe the design and synthesis of a new series of heteroarylpyrimidine/heteroaryltriazine derivatives on the basis of quinazoline-2,4(1H,3H)-diones as CB2R-selective ligands using a bioisosterism strategy. An acetamide group was explored to displace the enamine linker of the lead compound for the purpose of stereoisomerism elimination and hydrophilicity increase. As a result, some of the synthesized compounds showed high bioactivity and selectivity for CB2R in calcium mobilization assays, and four displayed CB2R agonist activity, with EC50 values below 30 nm. The compound exhibiting the highest agonist activity toward CB2R (EC50=7.53±3.15 nm) had a selectivity over CB1R of more than 1328-fold. Moreover, structure–activity relationship (SAR) studies indicated that the substituents on the nucleus play key roles in the functionality of a ligand, with one such example demonstrating CB2R antagonist activity. Additionally, molecular docking simulations were conducted with the aim of better understanding of these new derivatives in relation to the structural requirements for agonists/antagonists binding to CB2R.

Heteroarylpyrimindinedione derivative and use thereof

The invention provides a heteroarylpyrimindinedione derivative and use thereof. The heteroarylpyrimindinedione derivative comprises a compound with a structure shown as general formula I, and a pharmaceutically acceptable salt or hydrate thereof. The derivative is obtained by chemical synthesis, and pharmacological experiments prove that the active ligand with cannabinoid type II receptor CB2 can be used for preparation of drugs for prevention and mitigation of CB2 receptor-mediated diseases, and the drug is cannabinoid CB2 receptor agonist's agonist, partial agonist, inverse agonist or antagonist. And the general structural formula I is shown as the specification.

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.

TYK2 INHIBITORS AND USES THEREOF

The present invention provides compounds, compositions thereof, and methods of using the same for the inhibition of TYK2, and the treatment of TYK2-mediated disorders.

One-pot addition-intramolecular N-cyclization of carbamates mediated by alkali metallic reagents as an approach to 4-(fluoroalkyl)oxazolidin-2-ones

A mild and straightforward strategy for the synthesis of 4-(fluoroalkyl)oxazolidin-2-ones via one-pot addition-intramolecular N-cyclization of allyl carbamates with fluoroalkyl iodides is presented. The reaction proceeded in moderate to good yield through regiocontrol and an increase in the reactivity of the ambident nucleophiles by the use of alkali metallic reagents. Georg Thieme Verlag Stuttgart. New York.

Dynamic kinetic asymmetric allylic amination and acyl migration of vinyl aziridines with imido carboxylates

(Chemical Equation Presented) An atom-economical method has been developed for the preparation of chiral vicinal diamines through a dynamic kinetic asymmetric allylic amination and acyl-group migration of vinyl aziridines with imido carboxylates. Application of the asymmetric transformation enabled the concise synthesis of the azepane core 1 of (+)-balanol and its syn analogue.

Convenient synthesis of 4-methylene-2-oxazolidinones and 4-methylenetetrahydro-1,3-oxazin-2-ones via transition-metal catalyzed intramolecular addition of nitrogen atom to actylenic triple bond

2-Propynyl tosylcarbamates 1 undergo cyclization smoothly by the catalysis of CuCl/Et3N or AgNCO/Et3N to furnish 4-methylene-2-oxazolidinones 2 in good yields. The similar cyclization of the N-acyl derivatives of 1 (PhCO, MeCO, EtOCO, etc.) is catalyzed effectively by AgNCO/t-BuOK. These reactions accommodate a variety of substituents at C1 and C3 of 2-propyn-1-ol and provide (Z)-2 as single stereoisomers. The scope of the cyclization of 3-butynyl carbamates is rather limited, and in general only N-tosyl derivatives of terminally unsubstituted 3-butyn-1-ols undergo cyclization to give 4-methylenetetrahydro-1,3-oxazin-2-ones in synthetically useful yields by the catalysis of AgNCO/Et3N or AgNCO/t-BuOK.

Process for the preparation of alkoxycarbonyl isocyanates

Alkoxycarbonyl isocyanates are prepared from carbamic acid esters by reacting these with phosgene and adding a catalyst.