2-Chloro-5-aminophenol CAS 6358-06-1
Introduction：Basic information about 2-Chloro-5-aminophenol CAS 6358-06-1, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
2-Chloro-5-aminophenol Basic information
| Product Name: | 2-Chloro-5-aminophenol |
| Synonyms: | 3-amino-6-chlorophenol;5-amino-2-chloro-pheno;2-CHLORO-5-AMINOPHENOL;5-AMINO-2-CHLOROPHENOL;4-Chloro-3-hydroxyaniline;2-ch1oro-5-aminophenol;5-azanyl-2-chloro-phenol;2-Chloro-5-aminophenol, >=99% |
| CAS: | 6358-06-1 |
| MF: | C6H6ClNO |
| MW: | 143.57 |
| EINECS: | |
| Product Categories: | Amines;blocks |
| Mol File: | 6358-06-1.mol |
2-Chloro-5-aminophenol Chemical Properties
| Melting point | 160 °C |
| Boiling point | 185.5°C (rough estimate) |
| density | 1.2028 (rough estimate) |
| refractive index | 1.5618 (estimate) |
| storage temp. | under inert gas (nitrogen or Argon) at 2–8 °C |
| solubility | DMSO, Methanol |
| pka | 8.55±0.10(Predicted) |
| form | Powder |
| color | Gray |
| Sensitive | Light Sensitive |
| InChIKey | JSCNCRWPXOTDDZ-UHFFFAOYSA-N |
| CAS DataBase Reference | 6358-06-1(CAS DataBase Reference) |
| EPA Substance Registry System | Phenol, 5-amino-2-chloro- (6358-06-1) |
Safety Information
| Hazard Codes | Xi |
| Safety Statements | 24/25 |
| RTECS | SJ5720000 |
| HazardClass | 6.1 |
| HS Code | 29089990 |
| Chemical Properties | White powder |
| Uses | 5-Amino-2-chlorophenol is used in the synthesis of antimalarial quinolones. Also used in the synthesis of potent anti-HIV agents based upon pyrimidinylphenylamine 1. |
| Synthesis | 619-10-3 6358-06-1 Step 1: 2-Chloro-5-nitrophenol (20.0 g, 115.2 mmol) was dissolved in a solvent mixture of ethanol (150 mL) and water (150 mL). To this solution, iron powder (32.2 g, 576.2 mmol) and ammonium chloride (32.1 g, 599.3 mmol) were added sequentially. The reaction mixture was heated to reflux and kept for 2 hours. After completion of the reaction, it was cooled to room temperature and filtered to remove insoluble material. The filtrate was concentrated to dryness under reduced pressure. The residue was purified by fast column chromatography (eluent: hexane/ethyl acetate = 9:1) to afford 5-amino-2-chlorophenol (15.85 g, 96% yield) as a white solid. |
| References | [1] Patent: US2003/100580, 2003, A1 [2] Patent: US2010/160388, 2010, A1. Location in patent: Page/Page column 58 [3] Patent: US2010/160389, 2010, A1. Location in patent: Page/Page column 49 [4] Patent: US2011/28502, 2011, A1. Location in patent: Page/Page column 44-45 [5] Patent: US2011/71143, 2011, A1. Location in patent: Page/Page column 36 |
2-Chloro-5-aminophenol Preparation Products And Raw materials
| Raw materials | 4-Chloro-3-methoxyaniline-->2-Chloro-5-nitrophenol-->2-CHLORO-5-NITROANISOLE-->2-Methoxy-4-nitroaniline-->2-Amino-5-nitrophenol-->Ethanol-->Iron-->Ammonium chloride-->Water |
| Preparation Products | 5-amino-4-bromo-2-chlorophenol-->4-Chloro-3-ethoxyaniline-->Benzenamine, 4-chloro-3-(1-methylethoxy)--->TERT-BUTYL 4-CHLORO-3-HYDROXYPHENYLCARBAMATE |
