504-76-7

Basic information

• Product Name: 1,3-Oxazolidine
• Synonyms: 1,3-Oxazolidine;BIOBANCS1246;1-Oxa-3-azacyclopentane;Tetrahydrooxazole;Oxazolidine (Technical Grade) DISCONTINUED
• CAS NO: 504-76-7
• Molecular Formula: C₃H₇NO
• Molecular Weight: 73.09
• Product Categories: Heterocycles
• Mol File: 504-76-7.mol
• Article Data: 50

Chemical Properties

• Melting Point: 90 °C(Solv: benzene (71-43-2))
• Boiling Point: 99.2°Cat760mmHg
• Flash Point: 18.8°C
• Appearance: /
• Density: 0.964g/cm³
• Vapor Pressure: 38.7mmHg at 25°C
• Refractive Index: 1.41
• Storage Temp.: -86?C Freezer
• Solubility: Acetone
• PKA: 8.28±0.20(Predicted)
• Stability: Temperature Sensitive
• CAS DataBase Reference: 1,3-Oxazolidine(CAS DataBase Reference)
• NIST Chemistry Reference: 1,3-Oxazolidine(504-76-7)
• EPA Substance Registry System: 1,3-Oxazolidine(504-76-7)

Safety Data

• Hazardous Substances Data: 504-76-7(Hazardous Substances Data)

Usage

Chemical Properties

Colorless Oil

Uses

Oxazolidine derivatives with potential antitumor activity.

Contact allergens

Bioban? CS-1246 is a relatively old formaldehyde releaser, used in cutting oils.

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

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

Downstream Products

• 4719-04-4 1,3,5-tris(2-hydroxyethyl)-1,3,5-triazacyclohexane 
• 1353623-58-1 C₂₅H₃₀ClN₇O₄S 
• 162700-70-1 4-ethoxycarbonyl-5-phenyl-2-trifluoromethyl imidazole 
• 158075-64-0 (2S,4S,5S)-2-(3,4-Dimethyl-5-phenyloxazolidin-2-yl) phenyl lithium 
• 3672-60-4 3-acetyl-1,3-oxazolidine 
• 127578-81-8 Z-Thiopro-oxazolidine 
• 127560-06-9 Z-Pro-oxazolidine 
• 57803-45-9 N-(2,6-Dichlor-isonicotinoyl)-oxazolidin 
• 50916-08-0 3-(4-ethoxycarbonyloxy-3,5-dimethoxy-benzoyl)-oxazolidine 
• 50916-12-6 3-(3,4,5-triethoxy-benzoyl)-oxazolidine 
• 38943-53-2 3-[3-(3,4,5-trimethoxy-phenyl)-acryloyl]-oxazolidine 
• 7344-10-7 3-benzenesulfonyl-oxazolidine 
• 14627-22-6 3-(4-nitro-benzoyl)-oxazolidine 
• 3672-55-7 oxazolidine-3-carbothioic acid anilide 

Relevant articles and documents

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.

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.

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.