504-76-7

Usage

InChI:InChI=1/C3H7NO/c1-2-5-3-4-1/h4H,1-3H2

Synthetic route

1,3,5-tris(2-hydroxyethyl)-1,3,5-triazacyclohexane (4719-04-4) → 1,3-oxazolidine (504-76-7)

Conditions	Yield
Destillation unter vermindertem Druck;
Heating;

formaldehyd (50-00-0) + ethanolamine (141-43-5) → 1,3-oxazolidine (504-76-7)

Conditions	Yield
Destillation des erhaltenen 1,3,5-Tris-<2-hydroxy-aethyl>-hexahydro-<1,3,5>triazins unter vermindertem Druck;
With 4 A molecular sieve In benzene at 40℃; for 2h;	3.0 g
In benzene Heating;
In benzene Heating;

N-(2-chloroethyl)-N'-(4-methylthiophenyl)urea (13908-50-4) → 1,3-oxazolidine (504-76-7) + 2-(4-methylthiophenylimino) oxazolidine (65536-42-7)

Conditions	Yield
In water

1,1-dimethylhydrazine (57-14-7) → 1,3-oxazolidine (504-76-7) + N-Methylformamide (123-39-7) + butanedial (638-37-9) + N,N-Dimethylamino acetonitrile (926-64-7) + N-methyl-N-(methyleneamino)methanamine (2035-89-4) + N-Nitrosodimethylamine (62-75-9) + N-nitrodimethylamine (4164-28-7) + dimethyl amine (124-40-3)

Conditions	Yield
With α-manganese oxide; water at 0℃; Reagent/catalyst; UV-irradiation; Flow reactor;

...Expand

1,3-oxazolidine (504-76-7) + tributylphosphine (998-40-3) + ethyl cyanoformate (623-49-4) → 4-ethoxycarbonyl-5-phenyl-2-trifluoromethyl imidazole (162700-70-1)

Conditions	Yield
In toluene	84%

1,3-oxazolidine (504-76-7) + 1-bromo-2-(triisopropylsilyl)acetylene (111409-79-1) → 3-((triisopropylsilyl)ethynyl)oxazolidin-2-one

Conditions	Yield
With potassium phosphate; copper(l) iodide; N,N-dimethylethylenediamine In toluene at 110℃; for 15h; Inert atmosphere;	78%

1,3-oxazolidine (504-76-7) + 5-methyl-2-pyrazoline (1568-20-3) + formaldehyd (50-00-0) → 3-(5-methyl-4,5-dihydro-1H-pyrazol-1-ylmethyl)oxazolidine

Conditions	Yield
In benzene Heating;	65%

1,3-oxazolidine (504-76-7) + mercaptoacetic acid (68-11-1) → N-(2-hydroxyethyl)-1,3-thiazolidin-4-one

Conditions	Yield
In benzene Heating;	63%
In benzene Heating;	47.9 g

azetidine (503-29-7) + 1,3-oxazolidine (504-76-7) + (S)-N-(4-chloro-2-(2-(5,7-dichloropyrazolo[1,5-a]pyrimidin-2-yl)piperidine-1-carbonyl)phenyl)methanesulfonamide (1353628-61-1) → C25H30ClN7O4S (1353623-58-1)

Conditions	Yield
Stage #1: 1,3-oxazolidine; (S)-N-(4-chloro-2-(2-(5,7-dichloropyrazolo[1,5-a]pyrimidin-2-yl)piperidine-1-carbonyl)phenyl)methanesulfonamide With N-ethyl-N,N-diisopropylamine In tetrahydrofuran at 70℃; for 2h; Stage #2: azetidine In tetrahydrofuran at 70℃; for 2h;	62%

1,3-oxazolidine (504-76-7) + acetyl chloride (75-36-5) → 3-acetyl-1,3-oxazolidine (3672-60-4)

Conditions	Yield
With triethylamine In benzene at 0 - 20℃;	50%

1,3-oxazolidine (504-76-7) + (S)-2-((1-(pyridin-2-yl)ethyl)amino)thieno[3,2-d]pyrimidine-4-carboxylic acid dihydrochloride → (S)-oxazolidin-3-yl(2-((1-(pyridin-2-yl)ethyl)amino)thieno[3,2-d]pyrimidin-4-yl)methanone + (S)-N-(2-hydroxyethyl)-2-((1-(pyridin-2-yl)ethyl)amino)thieno[3,2-d]pyrimidine-4-carboxamide

Conditions	Yield
With N-ethyl-N,N-diisopropylamine; HATU In N,N-dimethyl-formamide at 20℃; for 4h;	A 28% B 41%

1,3-oxazolidine (504-76-7) + Z-thioproline (65663-70-9, 96402-64-1, 150716-18-0) → Z-Thiopro-oxazolidine (127578-81-8, 130973-77-2)

Conditions	Yield
With dicyclohexyl-carbodiimide	40%

1,3-oxazolidine (504-76-7) + 4-(4-fluorophenyl)benzo[b]thiophene-2-carboxylic acid → (4-(4-fluorophenyl)benzo[b]thiophene-2-yl)(oxazolidine-3-yl)methanone

Conditions	Yield
With benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine In N,N-dimethyl-formamide at 20℃;	37%

1,3-oxazolidine (504-76-7) + 1-Adamantanecarbonyl chloride (2094-72-6) → 3-<(1-adamantyl)carbonyl>-1,3-oxazolidine (82679-35-4)

Conditions	Yield
With triethylamine In benzene at 0 - 20℃;	36%

1,3-oxazolidine (504-76-7) + N-Benzoyloxycarbonyl-L-prolin (1148-11-4, 3160-46-1, 5618-96-2, 6404-31-5, 72580-07-5) → Z-Pro-oxazolidine (127560-06-9)

Conditions	Yield
With dicyclohexyl-carbodiimide	26%

1,3-oxazolidine (504-76-7) → 1,3,5-tris(2-hydroxyethyl)-1,3,5-triazacyclohexane (4719-04-4)

Conditions	Yield
at 25 - 30℃; unter Selbsterwaermung;

1,3-oxazolidine (504-76-7) + butanoic acid anhydride (106-31-0) → 3-butyryl-oxazolidine (14627-16-8)

1,3-oxazolidine (504-76-7) + n-heptanoic anhydride (626-27-7) → 3-heptanoyl-oxazolidine (14627-18-0)

1,3-oxazolidine (504-76-7) + pentanoic anhydride (2082-59-9) → 3-pentanoyl-oxazolidine (14627-17-9)

1,3-oxazolidine (504-76-7) + 2,6-dibutoxy-isonicotinoyl chloride (57803-60-8) → N-(2,6-dibutoxy-isonicotinoyl)-oxazolidine (57803-48-2)

1,3-oxazolidine (504-76-7) + O-acetylsyringic acid chloride (39657-47-1) → 3-(4-acetoxy-3,5-dimethoxy-benzoyl)-oxazolidine (50916-03-5)

Conditions	Yield
With triethylamine

1,3-oxazolidine (504-76-7) + phenyl isocyanate (103-71-9) → oxazolidine-3-carboxylic acid anilide (3672-57-9)

1,3-oxazolidine (504-76-7) + phenyl isothiocyanate (103-72-0) → oxazolidine-3-carbothioic acid anilide (3672-55-7)

1,3-oxazolidine (504-76-7) + 4-nitro-benzoyl chloride (122-04-3) → 3-(4-nitro-benzoyl)-oxazolidine (14627-22-6)

1,3-oxazolidine (504-76-7) + benzenesulfonyl chloride (98-09-9) → 3-benzenesulfonyl-oxazolidine (7344-10-7)

1,3-oxazolidine (504-76-7) + (E)-3-(3,4,5-trimethoxyphenyl)acryloyl chloride (10263-19-1, 89652-61-9) → 3-[3-(3,4,5-trimethoxy-phenyl)-acryloyl]-oxazolidine (38943-53-2)

Conditions	Yield
In dichloromethane

1,3-oxazolidine (504-76-7) + 3,4,5-triethoxybenzoyl chloride (50915-97-4) → 3-(3,4,5-triethoxy-benzoyl)-oxazolidine (50916-12-6)

Conditions	Yield
With triethylamine

1,3-oxazolidine (504-76-7) + 4-ethoxycarbonyloxy-3,5-dimethoxy-benzoyl chloride (18780-68-2) → 3-(4-ethoxycarbonyloxy-3,5-dimethoxy-benzoyl)-oxazolidine (50916-08-0)

1,3-oxazolidine (504-76-7) + 2,6-dichloroisonicotinoyl chloride (42521-08-4) → N-(2,6-dichloro-isonicotinoyl)-oxazolidine (57803-45-9)

1,3-oxazolidine (504-76-7) + C20H27NO4 → 1-[(S)-2-(Oxazolidine-3-carbonyl)-pyrrolidin-1-yl]-4-phenyl-butan-1-one

Conditions	Yield
With triethylamine In chloroform for 3h; Ambient temperature; Yield given;

Upstream product

• 50-00-0 formaldehyd 
• 141-43-5 ethanolamine 
• 57-14-7 N,N-Dimethylhydrazine 
• 13908-50-4 N-(2-chloroethyl)-N'-(4-methylthiophenyl)urea 
• 4719-04-4 1,3,5-tris(2-hydroxyethyl)-1,3,5-triazacyclohexane 

Downstream Products

• 4719-04-4 1,3,5-tris(2-hydroxyethyl)-1,3,5-triazacyclohexane 
• 57803-48-2 3-(2,6-Di-n-butoxyisonicotinoyl)-oxazolidin 
• 50916-03-5 3-(4-acetoxy-3,5-dimethoxy-benzoyl)-oxazolidine 
• 3672-57-9 oxazolidine-3-carboxylic acid anilide 
• 3672-55-7 oxazolidine-3-carbothioic acid anilide 
• 14627-22-6 3-(4-nitro-benzoyl)-oxazolidine 
• 7344-10-7 3-benzenesulfonyl-oxazolidine 
• 38943-53-2 3-[3-(3,4,5-trimethoxy-phenyl)-acryloyl]-oxazolidine 
• 50916-12-6 3-(3,4,5-triethoxy-benzoyl)-oxazolidine 
• 50916-08-0 3-(4-ethoxycarbonyloxy-3,5-dimethoxy-benzoyl)-oxazolidine 
• 57803-45-9 N-(2,6-Dichlor-isonicotinoyl)-oxazolidin 
• 127560-06-9 Z-Pro-oxazolidine 
• 127578-81-8 Z-Thiopro-oxazolidine 
• 3672-60-4 3-acetyl-1,3-oxazolidine 

Relevant academic research and scientific papers

Substituted N-(2-Hydroxyethyl)-1,3-thiazolidin-4-ones: Synthesis and anticorrosive properties

A one-pot procedure was developed for synthesis of N-(2-hydroxyethyl)-1,3- thiazolidin-4-ones in 64-68% yield by reactions of monoethanolamine with carbonyl compounds and mercaptoacetic acid. The synthesized compounds were characterized by IR and 1H NMR spectra, and their anticorrosive properties were studied.

Synthesis of oxygen-containing spirobipyrrolidinium salts for high conductivity room temperature ionic liquids

Synthesis of ionic liquids (IL) based on oxygen-containing spirobipyrrolidinium salts with BF4 , BF3C 2F5 , and NTf2 as counterions was undertaken. Their physical and electrochemical properties were evaluated for suitability for Room Temperature Ionic Liquids (RTIL) application. Reduction in melting point occurred upon exchange of C(2) by an O-atom of spirobipyrrolidinium, without sacrificing the electrochemical stability; while introduction of alkyl groups between the N- and O-atoms led to incorporation of asymmetry, and hence reduced the melting points, and viscosity.

3-(4,5-Dihydro-1H-pyrazol-1-ylmethyl)oxazolidines and 3-(4,5-dihydro-1H- pyrazol-1-ylmethyl)perhydro-1,3-oxazines

3-(4,5-Dihydro-1H-pyrazol-1-ylmethyl)oxazolidines and 3-(4,5-dihydro-1H- pyrazol-1-ylmethyl)perhydro-1,3-oxazines were synthesized in 54-85% yield by reactions of α-amino alcohols and 3-aminopropan-1-ol, respectively, with formaldehyde and 4,5-dihydro-1H-pyrazoles.

Degradation of gaseous unsymmetrical dimethylhydrazine by vacuum ultraviolet coupled with MnO2

In this study, α-, β-, and δ-MnO2 were prepared by a uniform hydrothermal method and then coupled with vacuum ultraviolet (VUV) for the degradation of gaseous unsymmetrical dimethylhydrazine (UDMH). The performance in the removal of UDMH, by-product distribution and mechanism were systematically investigated. The catalysts were characterized by X-ray diffraction (XRD), N2 adsorption/desorption, Field Emission Scanning Electron Microscopy (FE-SEM), Raman, thermogravimetry (TG), Fourier-transform infrared (FT-IR), X-ray photoelectron spectroscopy (XPS) and electron paramagnetic resonance (EPR) to investigate the factors affecting the catalytic activity. The results showed that O2 and H2O were essential for the removal of UDMH. Photooxidation and ozone catalytic oxidation contribute to the removal and mineralization of UDMH. The integrated process considerably improved the removal and mineralization of UDMH by ozone catalytic oxidation. More reactive oxygen species were generated in the integrated process. The catalytic activity of the prepared catalysts follows the order: δ-MnO2 > α-MnO2 > β-MnO2. δ-MnO2 displayed the highest removal rate of 100% and a CO2 concentration of 42 ppmv. The good performance of δ-MnO2 was mainly attributed to the large number of surface oxygen vacancies.

FUNGICIDAL PENFLUFEN MIXTURES

The invention relates to mixtures comprising penflufen, to the use of these mixtures for protecting industrial materials and to a method for treating industrial materials with the penflufen mixtures.

Novel lactam inhibitors of hepatitis C virus NS3 protease

The present invention relates to lactams of Formula (I): or stereoisomeric forms, stereoisomeric mixtures, or pharmaceutically acceptable salt forms thereof, which are useful as inhibitors of HCV NS3 protease, and to pharmaceutical compositions and diagnostic kits comprising the same, and methods of using the same for treating viral infection or as an assay standard or reagent.

Bromonitrothienyldioxanes

The invention relates to novel 5-bromo-5-nitro-2-thienyl-1,3-dioxanes of the formula (I) in which R1, R2 and R3 are as defined in the description are highly suitable for use as biocides for protecting plants and industrial materials.

3-NITROISOXAZOLES AND THEIR USE IN THE PROTECTION OF MATERIALS

The 3-nitroisoxazoles of the formula (I) in which R1 and R2 are each as defined in the description, some of which are known, are highly suitable for use as biocides for protecting industrial materials.

O-aryl dithiazole dioxides

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Fragrance pro-accords and aldehyde and ketone fragrance libraries

The present invention relates to novel heterocyclic pro-fragrances, preferably oxazolidines, tertahydro-1,3-oxazines, thiazolidines, or tetrahydro-1,3-thiazines, more preferably oxazolidines, or tertahydro-1,3-oxazines, most preferably oxazolidines, which are capable of sustained release of fragrance raw material ketones and aldehydes and to fragrance delivery systems which comprise said pro-fragrances.