ethyl 5-(chloromethyl)-1,2,4-oxadiazole-3-carboxylate
- Product Name
- ethyl 5-(chloromethyl)-1,2,4-oxadiazole-3-carboxylate
- CAS No.
- 1009620-97-6
- Chemical Name
- ethyl 5-(chloromethyl)-1,2,4-oxadiazole-3-carboxylate
- Synonyms
- -1,2,4-oxadiazole-3-carboxylate;Aceticacid,2-amino-6-imino-,ethylester;ethyl 5-(chloromethyl)-1,2,4-oxadiazole-3-carboxylate;5-Chloromethyl-[1,2,4]oxadiazole-3-carboxylic acid ethyl ester;1,2,4-Oxadiazole-3-carboxylic acid, 5-(chloromethyl)-, ethyl ester;Cyclohepta[c]pyrazole-3-carboxylicacid,2,4,5,6,7,13-hexahydro-,ethylester
- CBNumber
- CB82489807
- Molecular Formula
- C6H7ClN2O3
- Formula Weight
- 190.58
- MOL File
- 1009620-97-6.mol
ethyl 5-(chloromethyl)-1,2,4-oxadiazole-3-carboxylate Property
- Boiling point:
- 276℃
- Density
- 1.353
- Flash point:
- 121℃
- storage temp.
- under inert gas (nitrogen or Argon) at 2-8°C
- pka
- -5?+-.0.10(Predicted)
Safety
- HazardClass
- IRRITANT
- HS Code
- 2934999090
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
N-Bromosuccinimide Price
- Product number
- E903813
- Product name
- Ethyl5-(Chloromethyl)-1,2,4-oxadiazole-3-carboxylate
- Packaging
- 500mg
- Price
- $310
- Updated
- 2021/12/16
- Product number
- X8538
- Product name
- Ethyl5-(chloromethyl)-1,2,4-oxadiazole-3-carboxylate
- Packaging
- 1g
- Price
- $231
- Updated
- 2021/12/16
- Product number
- 059031
- Product name
- Ethyl 5-chloromethyl-[1,2,4]oxadiazole-3-carboxylate
- Purity
- 95+%
- Packaging
- 1g
- Price
- $285
- Updated
- 2021/12/16
- Product number
- X8538
- Product name
- Ethyl5-(chloromethyl)-1,2,4-oxadiazole-3-carboxylate
- Packaging
- 5g
- Price
- $691
- Updated
- 2021/12/16
- Product number
- 059031
- Product name
- Ethyl 5-chloromethyl-[1,2,4]oxadiazole-3-carboxylate
- Purity
- 95+%
- Packaging
- 5g
- Price
- $855
- Updated
- 2021/12/16
ethyl 5-(chloromethyl)-1,2,4-oxadiazole-3-carboxylate Chemical Properties,Usage,Production
Synthesis
10489-74-4
79-04-9
1009620-97-6
To a suspension of ethyl 2-hydroxylamino-2-iminoacetate (1.17 g, 8.86 mmol) in chloroform (20 ml) cooled in an ice bath was slowly added pyridine (0.788 ml, 9.74 mmol), followed by the addition of chloroacetyl chloride (0.776 ml, 9.74 mmol) dropwise over a period of 5 min. After the dropwise addition, the reaction mixture was gradually warmed up to room temperature and stirred continuously for 1 hour. Upon completion of the reaction, the suspension was poured into a mixture of dichloromethane and water, the organic and aqueous phases were separated, and the aqueous phase was extracted with dichloromethane (note: this process produces a large amount of insoluble precipitate). The combined organic phases were washed sequentially with water and saturated saline, dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The resulting solid residue (about 900 mg) was dissolved in acetic acid (8 ml) and heated to reflux for 1 hour. At the end of the reaction, the hot reaction solution was poured into a mixture of ethyl acetate and saturated aqueous sodium carbonate to separate the organic phase. The organic phase was washed twice more with saturated aqueous sodium carbonate solution, followed by washing with water and saturated brine, dried over anhydrous magnesium sulfate and concentrated under reduced pressure to give ethyl 5-(chloromethyl)-1,2,4-diazole-3-carboxylate as a brown oil (0.29 g, 17% yield).
References
[1] Patent: WO2008/23157, 2008, A1. Location in patent: Page/Page column 45; 74-75
ethyl 5-(chloromethyl)-1,2,4-oxadiazole-3-carboxylate Preparation Products And Raw materials
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