4-Chloro-2-methylmercaptopyrimidine-5-carboxylic acid chloride
- Product Name
- 4-Chloro-2-methylmercaptopyrimidine-5-carboxylic acid chloride
- CAS No.
- 55084-66-7
- Chemical Name
- 4-Chloro-2-methylmercaptopyrimidine-5-carboxylic acid chloride
- Synonyms
- RSYY(Apremilast)-37;9H-FLUORENE-2,9-DICARBOXYLICACID;4-Chloro-2-(methylthio)pyrimidine-5-carbonyl chloride;4-chloro-2-(methylthio)-5-pyrimidinecarbonyl chloride;5-Pyrimidinecarbonyl chloride, 4-chloro-2-(methylthio)-;4-Chloro-2-(methylthio)-5-pyrimidinecarbonyl chloride 95%;4-chloro-2-methylsulfanylpyrimidine-5-carboxylicacid,chloride;4-Chloro-2-methylmercaptopyrimidine-5-carboxylic acid chloride
- CBNumber
- CB83092835
- Molecular Formula
- C6H4Cl2N2OS
- Formula Weight
- 223.08
- MOL File
- 55084-66-7.mol
4-Chloro-2-methylmercaptopyrimidine-5-carboxylic acid chloride Property
- Boiling point:
- 326.3±22.0 °C(Predicted)
- Density
- 1.56±0.1 g/cm3(Predicted)
- storage temp.
- Inert atmosphere,Store in freezer, under -20°C
- pka
- -2.80±0.29(Predicted)
- InChI
- InChI=1S/C6H4Cl2N2OS/c1-12-6-9-2-3(5(8)11)4(7)10-6/h2H,1H3
- InChIKey
- NMFCRGDGVPCDHH-UHFFFAOYSA-N
- SMILES
- C(Cl)(C1=CN=C(SC)N=C1Cl)=O
Safety
- HS Code
- 2933599590
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Danger
- Hazard statements
-
H314Causes severe skin burns and eye damage
- Precautionary statements
-
P280Wear protective gloves/protective clothing/eye protection/face protection.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P310Immediately call a POISON CENTER or doctor/physician.
N-Bromosuccinimide Price
- Product number
- C368920
- Product name
- 4-Chloro-2-methylsulfanylpyrimidine-5-carboxylicAcidChloride
- Packaging
- 50mg
- Price
- $45
- Updated
- 2021/12/16
- Product number
- C368920
- Product name
- 4-Chloro-2-methylsulfanylpyrimidine-5-carboxylicAcidChloride
- Packaging
- 500mg
- Price
- $90
- Updated
- 2021/12/16
- Product number
- 2457CY
- Product name
- 4-Chloro-2-(methylthio)pyrimidine-5-carbonylchloride
- Packaging
- 5g
- Price
- $228
- Updated
- 2021/12/16
- Product number
- 55084667
- Product name
- 4-Chloro-2-(methylthio)pyrimidine-5-carbonylchloride
- Packaging
- 10g
- Price
- $249.6
- Updated
- 2021/12/16
- Product number
- CM253602
- Product name
- 4-Chloro-2-(methylthio)pyrimidine-5-carbonylchloride
- Purity
- 95%
- Packaging
- 25g
- Price
- $421
- Updated
- 2021/12/16
4-Chloro-2-methylmercaptopyrimidine-5-carboxylic acid chloride Chemical Properties,Usage,Production
Synthesis
397308-78-0
55084-66-7
General procedure for the synthesis of 4-chloro-2-(methylthio)pyrimidine-5-carbonyl chloride from 4-hydroxy-2-(methylthio)pyrimidine-5-carboxylic acid: first, a suspension of potassium trimethylmethylsilanesulfonate (90% industrial, 40 g, 0.31 mol) in 1,2-dimethoxyethane (300 mL) was slowly added over a 20-minute period to a 4-chloro-2-(methylthio)-5- pyrimidine carboxylic acid ethyl ester (Aldrich, 15 g, 64 mmol) in a solution of 1,2-dimethoxyethane (100 mL). A mild exotherm was observed during the addition and an ice bath was used to maintain the reaction system at ambient temperature. After the addition was completed, the resulting suspension was stirred at ambient temperature for 1 hour, followed by heating and refluxing for 36 hours, after which it was cooled to ambient temperature. The reaction mixture was quenched with 1 M aqueous hydrochloric acid and then extracted with ethyl acetate and the organic phase was dried over sodium sulfate to give the crude product (11 g). The crude product was recrystallized in ethyl acetate to give 4-hydroxy-2-methylthiopyrimidine-5-carboxylic acid as a white solid (8.8 g, 47 mmol, 73% yield). Mass spectrum (-ESI) m/z 185 (M-, 100). A portion of the product (3.00 g, 16.1 mmol) was mixed with thionyl chloride (90 mL), catalyzed by the addition of DMF (0.20 mL), and the mixture was heated to reflux. After refluxing for 1 hour, it was cooled to ambient temperature and concentrated in vacuum to give a beige solid. The solid was successively ground with hot toluene and hot hexane (the soluble portion was the target product), and vacuum concentration gave 4-chloro-2-(methylthio)pyrimidine-5-carbonyl chloride as a white solid (3.90 g, 15.6 mmol, 97% yield).1H NMR (300 MHz, CDCl3) δ 9.15 (s, 1H), 2.63 (s, 3H).
References
[1] Patent: US7176310, 2007, B1. Location in patent: Page/Page column 48
[2] Patent: US2014/275023, 2014, A1. Location in patent: Paragraph 0290; 0291
[3] Patent: WO2015/61247, 2015, A2. Location in patent: Paragraph 00618
4-Chloro-2-methylmercaptopyrimidine-5-carboxylic acid chloride Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from 4-Chloro-2-methylmercaptopyrimidine-5-carboxylic acid chloride manufacturers
- Product
- 4-Chloro-2-methylmercaptopyrimidine-5-carboxylic acid chloride 55084-66-7
- Price
- US $0.00-0.00/kg
- Min. Order
- 0.1kg
- Purity
- 98%
- Supply Ability
- 100kg
- Release date
- 2023-03-07
- Product
- 4-Chloro-2-methylmercaptopyrimidine-5-carboxylic acid chloride 55084-66-7
- Price
- US $0.00/kg
- Min. Order
- 25kg
- Purity
- 99%
- Supply Ability
- 20 tons
- Release date
- 2022-11-16