ChemicalBook > CAS DataBase List > 4-Chloro-2-methylmercaptopyrimidine-5-carboxylic acid chloride

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

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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

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Safety

HS Code: 2933599590

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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.

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N-Bromosuccinimide Price

TRC

Product number: C368920
Product name: 4-Chloro-2-methylsulfanylpyrimidine-5-carboxylicAcidChloride
Packaging: 50mg
Price: $45
Updated: 2021/12/16

TRC

Product number: C368920
Product name: 4-Chloro-2-methylsulfanylpyrimidine-5-carboxylicAcidChloride
Packaging: 500mg
Price: $90
Updated: 2021/12/16

AK Scientific

Product number: 2457CY
Product name: 4-Chloro-2-(methylthio)pyrimidine-5-carbonylchloride
Packaging: 5g
Price: $228
Updated: 2021/12/16

Alichem

Product number: 55084667
Product name: 4-Chloro-2-(methylthio)pyrimidine-5-carbonylchloride
Packaging: 10g
Price: $249.6
Updated: 2021/12/16

Chemenu

Product number: CM253602
Product name: 4-Chloro-2-(methylthio)pyrimidine-5-carbonylchloride
Purity: 95%
Packaging: 25g
Price: $421
Updated: 2021/12/16

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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

Huida Pharmaceutical Technology (Shanghai) Co., Ltd.

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

TAIZHOU DKD CHEMICAL CO., LTD.

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

55084-66-7, 4-Chloro-2-methylmercaptopyrimidine-5-carboxylic acid chlorideRelated Search:

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55084-66-7