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 specification for 4,6-Dibromo-2-(propylthio)pyrimidin-5-amine (CAS 1621679-05-7) :
1. Chemical Identification * Chemical Name: 4,6-Dibromo-2-(propylthio)pyrimidin-5-amine * CAS Registry Number: 1621679-05-7 * Synonyms: * 5-Amino-4,6-dibromo-2-(propylthio)pyrimidine * 4,6-Dibromo-5-pyrimidinamine, 2-(propylthio)- * 2-(Propylthio)-4,6-dibromopyrimidin-5-amine * Molecular Formula: C₇H₉Br₂N₃S * Molecular Weight: 335.04 g/mol
2. Physical and Chemical Properties * Appearance: Typically supplied as an off-white to light yellow or beige crystalline solid or powder. * Melting Point: Not widely reported in literature. Expected to be >100°C (experimental determination recommended for specific batch). * Solubility: * Soluble: Dimethyl sulfoxide (DMSO), Dichloromethane (DCM), Chloroform, Dimethylformamide (DMF), Tetrahydrofuran (THF), Acetonitrile. * Sparingly Soluble/Poorly Soluble: Methanol, Ethanol, Ethyl Acetate. * Insoluble: Water, Hexane. * Stability: Stable under recommended storage conditions. Sensitive to strong oxidizing agents, strong acids, and strong bases. Moisture sensitivity should be assessed for specific batches. Light sensitivity possible. * Spectroscopic Data (Typical): * ¹H NMR (DMSO-d6): δ ≈ 0.95 (t, J=7.4 Hz, 3H, -CH₃), 1.60-1.69 (m, 2H, -CH₂-), 3.15 (t, J=7.3 Hz, 2H, -S-CH₂-), 7.20-7.70 (br s, 2H, -NH₂) ppm. (Note: Chemical shifts can vary slightly depending on solvent and concentration). * ¹³C NMR (DMSO-d6): δ ≈ 13.5 (-CH₃), 22.3 (-CH₂-), 35.1 (-S-CH₂-), 85.5 (C5), 125.1 (C4/C6 Br-C), 155.6 (C2), 163.5 (C6/C4 Br-C) ppm. (Assignment complex; some signals may coincide; specific assignments may vary). * IR (KBr): Characteristic peaks expected for: N-H stretch (~3300-3400 cm⁻¹, broad), C-H aliphatic stretches (~2900-3000 cm⁻¹), C=N/C=C stretches (~1500-1600 cm⁻¹), C-S stretch (~600-700 cm⁻¹). * MS (ESI+): m/z = 336.0/338.0/340.0 [M+H]⁺ (characteristic Br isotope pattern: 1:2:1 for 79Br/81Br).
3. Synthesis * Common Route: Typically synthesized by the bromination of 2-(propylthio)pyrimidin-5-amine using reagents like bromine (Br₂) or phosphorus oxybromide (POBr₃). The starting material 2-(propylthio)pyrimidin-5-amine can be prepared from 2-thiouracil or 2-chloro-5-nitropyrimidine derivatives via nucleophilic substitution (with propanethiol) followed by reduction of the nitro group. * Purification: Commonly purified by recrystallization (e.g., from ethanol/water, DCM/hexane) or flash column chromatography (silica gel, eluent like DCM/MeOH or Hexane/Ethyl Acetate).
4. Application * Primary Use: Pharmaceutical Intermediate / Organic Building Block. This compound is primarily used in research and development for the synthesis of more complex molecules, particularly in medicinal chemistry. * Key Functional Groups: The presence of two bromine atoms (excellent leaving groups for nucleophilic aromatic substitution - SNAr), an amine group (suitable for acylation, sulfonylation, reductive amination, diazotization), and a propylthioether group (can be oxidized, or the sulfur can act as a ligand/moderate H-bond acceptor) makes it a versatile synthon. * Target Areas: Likely used in the synthesis of potential kinase inhibitors, antiviral agents, or other biologically active heterocyclic compounds where a specifically substituted pyrimidine core is required.
5. Handling, Storage, and Safety * Hazard Statements (GHS - Based on Analogs & Structure): * H315: Causes skin irritation. * H319: Causes serious eye irritation. * H335: May cause respiratory irritation. (Potential, especially as powder). * H413: May cause long lasting harmful effects to aquatic life. * Precautionary Statements (P261, P264, P271, P273, P280, P302+P352, P304+P340, P305+P351+P338, P312, P332+P313, P337+P313, P362, P403+P233, P405, P501): * Avoid breathing dust/fume/gas/mist/vapours/spray. * Wash skin thoroughly after handling. * Wear protective gloves/protective clothing/eye protection/face protection. * Use only outdoors or in a well-ventilated area (fume hood essential). * Avoid release to the environment. * IF ON SKIN: Wash with plenty of soap and water. * IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses if present and easy to do. Continue rinsing. * IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. * If skin irritation occurs or if exposed: Get medical advice/attention. If eye irritation persists: Get medical advice/attention. * Store locked up. * Store in a well-ventilated place. Keep container tightly closed. * Dispose of contents/container according to local/regional/national/international regulations. * Storage: Store in a cool (-20°C to 4°C recommended for long-term), dry place, in a tightly sealed container, under an inert atmosphere (e.g., nitrogen or argon), and protected from light. Store away from incompatible materials (strong oxidizers, strong acids, strong bases). * Handling: Handle only in a well-ventilated fume hood. Wear appropriate personal protective equipment (PPE): nitrile or neoprene gloves, safety goggles, lab coat. Avoid contact with skin, eyes, and clothing. Avoid generating dust. Use spark-proof tools if handling large quantities.
