1590-50-7

Basic information

• Product Name: N-(2-hydroxyethyl)-N-methylformamide
• Synonyms: N-(2-hydroxyethyl)-N-methylformamide
• CAS NO: 1590-50-7
• Molecular Formula: C₄H₉NO₂
• Molecular Weight: 103.11976
• EINECS: 216-463-9
• Mol File: 1590-50-7.mol
• Article Data: 9

Chemical Properties

• Boiling Point: 282.2°Cat760mmHg
• Flash Point: 124.5°C
• Appearance: /
• Density: 1.067g/cm³
• Vapor Pressure: 0.000402mmHg at 25°C
• Refractive Index: 1.451
• PKA: 14.42±0.10(Predicted)
• CAS DataBase Reference: N-(2-hydroxyethyl)-N-methylformamide(CAS DataBase Reference)
• NIST Chemistry Reference: N-(2-hydroxyethyl)-N-methylformamide(1590-50-7)
• EPA Substance Registry System: N-(2-hydroxyethyl)-N-methylformamide(1590-50-7)

Safety Data

• Hazardous Substances Data: 1590-50-7(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
N-(2-hydroxyethyl)-N-methylformamide is used as a solvent in the pharmaceutical industry for the production of various drugs. Its solubility properties make it suitable for dissolving active pharmaceutical ingredients and facilitating their incorporation into formulations.
Used in Pesticide Industry:
In the pesticide industry, N-(2-hydroxyethyl)-N-methylformamide is utilized as a solvent for the preparation of various pesticide formulations. Its ability to dissolve a wide range of active ingredients allows for the development of effective and concentrated pesticide products.
Used in Polymers Manufacturing:
N-(2-hydroxyethyl)-N-methylformamide is employed as a solvent in the manufacturing of polymers. Its solubility characteristics enable the dissolution of monomers and other components, which is essential for the polymerization process and the production of various types of polymers.

InChI:InChI=1/C4H9NO2/c1-5(4-7)2-3-6/h4,6H,2-3H2,1H3

Upstream product

• 109-83-1 (2-hydroxyethyl)(methyl)amine 
• 124-38-9 carbon dioxide 
• 176964-68-4 3,4,9-triaza-2,2,9-trimethyl-1,6-dioxaspiro[4.4]non-3-ene 
• 109-94-4 formic acid ethyl ester 

Downstream Products

• 1421922-27-1 N-{2-[(4-methoxybenzyl)oxy]ethyl}-N-methylformamide 
• 860303-70-4 N₄-benzoyl-5'-O-(4,4'-dimethoxytrityl)-3'-O-[2-(N-formyl-N-methylamino)ethoxy]-(N,N-diisopropylamino)phosphinyl-2'-deoxycytidine 
• 340026-88-2 Diethyl-phosphoramidous acid (2R,3S,5R)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl ester 2-(formyl-methyl-amino)-ethyl ester 
• 106053-15-0 Phthalsaeure-N-formyl-N-methylaminoethylester 

Relevant articles and documents

N-(2-Hydroxypropyl)formamide and N-(2-hydroxyethyl)-N-methylformamide as two new plasticizers for thermoplastic starch

N-(2-Hydroxypropyl)formamide (HPF) and N-(2-hydroxyethyl)-N-methylformamide (HMF) were used independently as new plasticizers for corn starch to prepare thermoplastic starch (TPS). The hydrogen bond interaction between HPF (or HMF) and starch was proven by Fourier-transform infrared spectroscopy. By scanning electron microscopy, starch granules were shown to be completely disrupted and homogeneous materials were obtained. The crystallinity of corn starch, HPF-plasticized TPS (PTPS) and HMF-plasticized TPS (MTPS) was characterized by X-ray diffraction. The crystallinity of TPS was affected by the structure of plasticizer. The water resistance of PTPS was better than that of MTPS. At medium relative humidity (RH), both tensile strength and elongation at break of PTPS were higher than those of MTPS. At high RH, the elongation at break of PTPS was higher than that of MTPS, while the tensile strength of PTPS was close to that of MTPS.

N-Formylation of Amines with CO2 and H2 by Using NHC–Iridium Coordination Assemblies as Solid Molecular Catalysts

One of the NHC–iridium coordination assemblies containing 1,5-cyclooctadiene (COD) and iodide ion has been demonstrated as robust, efficient, recyclable solid molecular catalyst for N-formylation of diverse primary and secondary amines with CO2 and H2 under mild reaction conditions. Remarkably, in the case of N,N-dimethylformamide production, even at 0.1 mol % catalyst loading under solvent-free conditions, the solid catalyst can be readily recovered by simply filtration and reused more than 10 runs without noticeable loss of activity.

Combining Low-Pressure CO2 Capture and Hydrogenation to Form Methanol

This paper describes a novel approach to CO2 hydrogenation, in which CO2 capture with aminoethanols at low pressure is coupled with hydrogenation of the captured product, oxazolidinone, directly to MeOH. In particular, (2-methylamino)ethanol or valinol captures CO2 at 1-3 bar in the presence of catalytic Cs2CO3 to give the corresponding oxazolidinones in up to 65-70 and 90-95% yields, respectively. Efficient hydrogenation of oxazolidinones was achieved using PNN pincer Ru catalysts to give the corresponding aminoethanol (up to 95-100% yield) and MeOH (up to 78-92% yield). We also have shown that both CO2 capture and oxazolidinone hydrogenation can be performed in the same reaction mixture using a simple protocol that avoids intermediate isolation or purification steps. For example, CO2 can be captured by valinol at 1 bar with Cs2CO3 catalyst followed by 4-isopropyl-2-oxazolidinone hydrogenation in the presence of a bipy-based pincer Ru catalyst to produce MeOH in 50% yield after two steps.

AMIDINE COMPOUND OR SALT THEREOF

The purpose of the present invention is to provide a novel compound which has an anti-fungal activity on pathogenic fungi including fungi belonging to the genus Candida, the genus Aspergillus and the genus Trichophyton and is useful as a medicinal agent. A compound represented by formula (I) (wherein A1 represents a nitrogen atom or a group represented by formula CR6; A2 and A3 are the same as or different from each other and independently represent a nitrogen atom or a group represented by formula CH; R1 represents an aryl group which may be substituted by 1 to 5 substituents independently selected from a substituent group (2) or the like; R2 and R3 are the same as or different from each other and independently represent a hydrogen atom, a halogen atom, a C1-6 alkyl group, a C1-6 haloalkyl group or a C1-6 alkoxy group; and R4 and R5 are the same as or different from each other and independently represent a hydrogen atom, a C1-6 haloalkyl group, a C1-6 alkyl group or the like) or a salt thereof is useful as an anti-fungal agent.

CpG OLIGONUCLEOTIDE PRODRUGS, COMPOSITIONS THEREOF AND ASSOCIATED THERAPEUTIC METHODS

The present invention provides a CpG oligonucleotide prodrug that includes a thermolabile substituent on at least one nucleotide thereof. The present invention also provides compositions that include a carrier and a therapeutically effective amount of at least one CpG oligonucleotide prodrug. The present invention further provides therapeutic methods of using such thermolabile CpG oligonucleotide prodrugs and compositions thereof. The present invention further provides a method of inhibiting tetrad formation in a CpG oligonucleotide by functionalizing the CpG oligonucleotide with one or more thermolabile substituents.

The 2-(N-formyl-N-methyl)aminoethyl group as a potential phosphate/thiophosphate protecting group in solid-phase oligodeoxyribonucleotide synthesis

(equation presented) The 2-(N-formyl-N-methyl)aminoethyl deoxyribonucleoside phosphoramidite 1 has been synthesized and used in the solid-phase synthesis of an octadecathymidylic acid as a cost-efficient monomer for potential application in the preparation of therapeutic oligonucleotides. The 2-(N-formyl-N-methyl)aminoethyl group can be cleaved from oligonucleotides according to a unique thermolytic cyclodeesterification process at pH 7.0. In addition to being cost-effective, the use of 1 simplifies oligonucleotide postsynthesis processing by eliminating the utilization of concentrated ammonium hydroxide in oligonucleotide deprotection.

Thermolabile phosphorus protecting groups, associated intermediates and methods of use

The invention provides a method of thermally deprotecting the internucleosidic phosphorus linkage of an oligonucleotide, which method comprises heating in a fluid medium at a substantially neutral pH. The preferred protecting group is of the formula: wherein R1 is H, R1a, OR1a, SR1a or NR1aR1a′, wherein R1a and R1a′ independently represent H, alkyl, alkenyl, alkynyl, cycloalkyl, aryl, or aralkyl substituents. Alternatively, NR1aR1a′ represents a heterocycle. X is O or S. Z is O, S, NR2a, CR2aR2a′ or CR2aR2a′CR2bR2b′ wherein R2a, R2a′, R2b and R2b′ independently represent H, alkyl, alkenyl, alkynyl, cycloalkyl, aryl, or aralkyl substituents. Alternatively, R1a or R1a′, in combination with any of R2a, R2a′, R2b or R2b′, together with C═X can comprise a ring. R2, R2′, R3 and R3′ each represent H, alkyl, alkenyl, alkynyl, cycloalkyl, aryl, or aralkyl substituents. Alternatively, R2 or R2′, in combination with R3 or R3′, together with the carbons to which they are bonded, comprise a benzo-fused bicyclic ring. The foregoing substituents can be unsubstituted or substituted. The present invention further provides a method of synthesizing an oligonucleotide using the thermal deprotection method described above, and novel oligonucleotides and intermediates that incorporate the thermolabile protecting group used in accordance with the present invention.

Chemistry of cyclic aminooxycarbenes

A series of oxazolidin-2-ylidenes and one tetrahydro-1,3-oxazin-2-ylidene, generated by thermolysis of Δ3-1,3,4-oxadiazolines in benzene at 90 °C, were intercepted by insertion into the OH bond of phenols. In two cases the initial products rearranged to N-(2-aryloxyethyl)-N-methylformamides. The activation energy for rotation about the amide CN bond of those ultimate products was measured as 20.4 kcal/mol. The aminooxycarbenes reacted with two equivalents of methyl or phenyl isocyanate to give spiro-fused hydantoins. Major products from the reactions of the N-carbonyl carbenes with dimethyl acetylenedicarboxylate or with methyl propiolate were 2-oxazolines resulting from apparent acyl transfers from N to C in the proposed dipolar intermediates; minor products of 1:2 (carbene:trap) stoichiometry were also observed.