4,6-dichloro-2-propylthiopyrimidine-5-amine RC00246

Manufacturer: Hangzhou Royalchem Co.,LTD.

Website:   www.cnroyalchem.com

【 Providing a complete set of intermediates and impurities for Ticagrelor 】

【 Providing a complete set of intermediates and impurities for Ticagrelor 】

【 Providing a complete set of intermediates and impurities for Ticagrelor 】

Here is a detailed product description for   4,6-Dichloro-2-propylthiopyrimidine-5-amine (CAS 145783-15-9) :

1. Product Identification:  *  Chemical Name:  4,6-Dichloro-2-[(propylthio)]pyrimidin-5-amine *  Synonyms:  * 4,6-Dichloro-2-(propylthio)pyrimidin-5-amine * 4,6-Dichloro-2-propylthiopyrimidin-5-amine * 5-Amino-4,6-dichloro-2-(propylthio)pyrimidine * 2-Propylthio-4,6-dichloro-5-aminopyrimidine *  CAS Registry Number:  145783-15-9 *  Molecular Formula:  C₇H₉Cl₂N₃S *  Molecular Weight:  238.14 g/mol 

2. Structural Characteristics:  *  Core Structure:  Pyrimidine ring (a six-membered heterocyclic aromatic ring containing two nitrogen atoms). *  Substituents:  *  Position 2:  Propylthio group (-S-CH₂-CH₂-CH₃). This sulfur linkage provides potential for further derivatization (e.g., oxidation to sulfone/sulfoxide) or influences biological activity/interactions. *  Position 4 & 6:  Chlorine atoms (Cl). These are excellent leaving groups, making the compound highly reactive towards nucleophilic substitution reactions (e.g., with amines, alcohols, thiols), which is key to its primary use. *  Position 5:  Amino group (-NH₂). This electron-donating group significantly influences the electronic properties of the ring, affecting reactivity at positions 4 and 6, and provides a site for further modification (e.g., acylation, sulfonylation) or interaction in biological systems.

3. Physical Properties:  *  Appearance:  Typically supplied as a white to off-white or pale yellow crystalline solid or powder. *  Melting Point:  Specific melting point data can vary slightly between batches/suppliers. Literature often reports values around 120-125°C, but precise characterization should be confirmed upon receipt. *  Solubility:  Generally soluble in common organic solvents such as dichloromethane (DCM), chloroform, ethyl acetate, acetone, dimethylformamide (DMF), and dimethyl sulfoxide (DMSO). Sparingly soluble or insoluble in water. *  Stability:  Stable under recommended storage conditions. However, as an amine, it may be sensitive to strong oxidizing agents. The C-Cl bonds are susceptible to hydrolysis under strongly acidic or basic conditions or prolonged exposure to moisture. Light-sensitive in some cases.  Hygroscopic:  May absorb moisture from the air. 

4. Chemical Properties & Reactivity:  *  Primary Reactivity:  The chlorine atoms at positions 4 and 6 are highly electrophilic due to the electron-withdrawing nature of the adjacent ring nitrogens and the C2-thioether. The C4 chlorine is generally more reactive than the C6 chlorine towards nucleophiles. *  Key Reactions:  *  Nucleophilic Aromatic Substitution (SNAr):  Reacts readily with a wide range of nucleophiles (primary/secondary amines, alcohols, thiols, azides, etc.) to displace one or both chlorine atoms. This is its  most significant utility  as a versatile building block. *  Modification of Amino Group:  The C5-amino group can undergo typical amine reactions like acylation, sulfonylation, or reductive alkylation. *  Oxidation of Thioether:  The propylthio group can potentially be oxidized to sulfoxide or sulfone using oxidizing agents like m-CPBA or hydrogen peroxide. *  Handling Sensitivity:  Air and moisture sensitive over time due to potential hydrolysis of Cl groups and hygroscopicity. Light sensitivity may also be a factor. 

5. Primary Application:  *  Chemical Intermediate / Building Block:  This is the predominant use of 4,6-Dichloro-2-propylthiopyrimidine-5-amine. * It serves as a crucial precursor in multi-step organic synthesis, particularly in the pharmaceutical and agrochemical industries. * The reactive C4 and C6 chlorines allow for sequential or selective displacement with different nucleophiles to create diverse, complex pyrimidine scaffolds. * The C5-amino group and C2-propylthio group provide additional handles for further functionalization or contribute specific properties to the target molecule. *  Example Target Classes:  Kinase inhibitors, other enzyme inhibitors, antiviral agents, herbicides, fungicides. Specific examples are often proprietary.

6. Storage and Handling:  *  Storage Conditions:  Store in a cool, dry place. Store under an inert atmosphere (Nitrogen or Argon) at 2-8°C (refrigerated) for long-term stability. Protect from light and moisture. *  Handling Precautions:  Handle in a well-ventilated fume hood. Wear appropriate personal protective equipment (PPE) including safety glasses, gloves (nitrile or neoprene recommended), and a lab coat. Avoid contact with skin, eyes, and clothing. Avoid breathing dust. Minimize exposure to air and moisture during use.

7. Safety Information (General - Consult SDS for Specifics):  *  Hazard Statements (Likely - Verify with SDS):  H302 (Harmful if swallowed), H315 (Causes skin irritation), H319 (Causes serious eye irritation), H335 (May cause respiratory irritation). May also have H317 (May cause an allergic skin reaction). Due to its reactivity, it may be classified as  Acute Tox. 4 Oral (H302)  and  Skin Irrit. 2 (H315), Eye Irrit. 2A (H319), STOT SE 3 (H335) . *  Precautionary Statements:  P261 (Avoid breathing dust/fume/gas/mist/vapours/spray), P264 (Wash hands thoroughly after handling), P270 (Do not eat, drink or smoke when using this product), P271 (Use only outdoors or in a well-ventilated area), P280 (Wear protective gloves/protective clothing/eye protection/face protection), P301+P312 (IF SWALLOWED: Call a POISON CENTER or doctor/physician if you feel unwell), P302+P352 (IF ON SKIN: Wash with plenty of soap and water), P305+P351+P338 (IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing). *  Toxicity:  Expected to be toxic if swallowed, inhaled, or absorbed through skin. Irritating to skin, eyes, and respiratory system. May cause sensitization by skin contact. *  First Aid:  See SDS. Generally: Eyes: Flush with water. Skin: Wash with soap and water. Inhalation: Move to fresh air. Ingestion: Rinse mouth, do NOT induce vomiting, seek medical attention.  ALWAYS CONSULT THE SAFETY DATA SHEET (SDS) PROVIDED BY THE SUPPLIER FOR SPECIFIC, UP-TO-DATE SAFETY INFORMATION, HANDLING PROCEDURES, AND EMERGENCY MEASURES BEFORE USE.