2-(1-(ethylsulfonyl)azetidin-3-ylidene)acetonitrile
- Product Name
- 2-(1-(ethylsulfonyl)azetidin-3-ylidene)acetonitrile
- CAS No.
- 1187595-85-2
- Chemical Name
- 2-(1-(ethylsulfonyl)azetidin-3-ylidene)acetonitrile
- Synonyms
- 2-[1-(Ethylsulfonyl)-3-azetidinylidene]acetonitrile;Baricitinib-010;Baricitinib Impurity ZY1;Baricitinib Intermediates;Baricitinib intermediate 2;2-[(Ethylsulfonyl)-3-azetidinyl]acetonitrile;[1-(ethylsulfonyl)azetidin-3-ylidene]acetonitrile;2-(1-ETHYLSULFONY)AZETIDIN-3-YLIDENE)ACETONITRILE;(1-Ethanesulfonyl-azetidin-3-ylidene)-acetonitrile;2- [1- (Ethylsulfonyl) -3-aziridinyl] acetonitrile
- CBNumber
- CB62715957
- Molecular Formula
- C7H10N2O2S
- Formula Weight
- 186.23
- MOL File
- 1187595-85-2.mol
2-(1-(ethylsulfonyl)azetidin-3-ylidene)acetonitrile Property
- Melting point:
- 67-69°C
- Boiling point:
- 360.8±52.0 °C(Predicted)
- Density
- 1.33±0.1 g/cm3(Predicted)
- storage temp.
- Sealed in dry,Room Temperature
- solubility
- DMSO (Slightly), Methanol (Slightly)
- pka
- -8.49±0.20(Predicted)
- form
- Solid
- color
- Off-White to Light Yellow
- InChI
- InChI=1S/C7H10N2O2S/c1-2-12(10,11)9-5-7(6-9)3-4-8/h3H,2,5-6H2,1H3
- InChIKey
- HQUIOHSYUKWGOM-UHFFFAOYSA-N
- SMILES
- C(#N)/C=C1\CN(S(CC)(=O)=O)C\1
Safety
- HS Code
- 2933998090
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
-
P280Wear protective gloves/protective clothing/eye protection/face protection.
P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.
N-Bromosuccinimide Price
- Product number
- E926540
- Product name
- 2-(1-(Ethylsulfonyl)azetidin-3-ylidene)acetonitrile
- Packaging
- 5g
- Price
- $275
- Updated
- 2021/12/16
- Product number
- 3147AH
- Product name
- 2-[1-(Ethanesulfonyl)azetidin-3-ylidene]acetonitrile
- Packaging
- 25g
- Price
- $206
- Updated
- 2021/12/16
- Product number
- OR921330
- Product name
- 2-(1-(Ethylsulfonyl)azetidin-3-ylidene)acetonitrile
- Purity
- 97%
- Packaging
- 25g
- Price
- $243
- Updated
- 2021/12/16
- Product number
- CS-M2446
- Product name
- 2-(1-(ethylsulfonyl)azetidin-3-ylidene)acetonitrile
- Packaging
- 25g
- Price
- $75
- Updated
- 2021/12/16
- Product number
- J95359
- Product name
- 2-[1-(Ethanesulfonyl)azetidin-3-ylidene]acetonitrile
- Packaging
- 25g
- Price
- $160
- Updated
- 2021/12/16
2-(1-(ethylsulfonyl)azetidin-3-ylidene)acetonitrile Chemical Properties,Usage,Production
Uses
2-(1-(Ethylsulfonyl)azetidin-3-ylidene)acetonitrile is an intermediate in the synthesis of Baricitinib, a JAK 1 and 2 inhibitor used in the treatment of rheumatoid arthritis.
Synthesis
2-(1-(ethylsulfonyl)azetidin-3-ylidene)acetonitrile is synthesized by first treating azetidine-3-ol hydrochloride with an equimolar equivalent of an alkanesulfonyl chloride, preferably ethanesulfonyl chloride, to give l-ethylsulfonylazetidin-3-ol. Preferably, the reaction is performed in a biphasic solution comprising a mixture of an organic phase and a aqueous phase, preferably THF with an aqueous solution which is basic, while maintaining the solution at room temperature or a temperature slightly below room temperature, preferably 20 °C. The reaction is followed to completion using standard monitoring techniques. Typically, the reaction is complete within 1 to 5 hours. The organic layer is removed, preferably by distillation, and the aqueous layer is extracted with an appropriate solvent such as toluene, p-cymene, and CPME. Preferably the extraction solvent is toluene. Alternatively, the toluene extractions can be excluded if recrystallization of 2-(1-(ethylsulfonyl)azetidin-3-ylidene)acetonitrile is performed.
References
[1] Patent: WO2016/125080, 2016, A2. Location in patent: Page/Page column 11
[2] Patent: US2009/233903, 2009, A1. Location in patent: Page/Page column 63-64
[3] Patent: WO2013/40863, 2013, A1. Location in patent: Page/Page column 109-110
[4] Patent: US2016/333015, 2016, A1. Location in patent: Paragraph 0055; 0057; 0134; 0136
2-(1-(ethylsulfonyl)azetidin-3-ylidene)acetonitrile Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from 2-(1-(ethylsulfonyl)azetidin-3-ylidene)acetonitrile manufacturers
- Product
- Baricitinib Impurity 93 1187595-85-2
- Price
- US $0.00-0.00/mg
- Min. Order
- 10mg
- Purity
- 99%+ HPLC
- Supply Ability
- 1000
- Release date
- 2025-07-02
- Product
- 2-(1-(ethylsulfonyl)azetidin-3-ylidene)acetonitrile 1187595-85-2
- Price
- US $0.00/kg
- Min. Order
- 1kg
- Purity
- 0.99
- Supply Ability
- 1000kg
- Release date
- 2025-04-17
- Product
- 2-(1-(ethylsulfonyl)azetidin-3-ylidene)acetonitrile 1187595-85-2
- Price
- US $0.00/kg
- Min. Order
- 1kg
- Purity
- 99%min
- Supply Ability
- 20ton
- Release date
- 2024-08-09