4-Methylphenylhydrazine hydrochloride CAS 637-60-5
4-Methylphenylhydrazine hydrochloride Basic information
| Product Name: | 4-Methylphenylhydrazine hydrochloride |
| Synonyms: | P-Tolylhydrozine hydrochloride;p-tolylhydrazine HCl salt;p-Tolylhydrazine hydrochloride ,97%;p-Tolylhydrazine hydrochloride, 98% 25GR;p-Tolylhydrazine hydrochloride, 4-Hydrazinotoluene hydrochloride;4-Tolylhydrazine Monohydrochloride;Fortoluenehydrazine hydrochloride;Hydrazine,(4-Methylphenyl)-, hydrochloride (1:1) |
| CAS: | 637-60-5 |
| MF: | C7H11ClN2 |
| MW: | 158.63 |
| EINECS: | 211-295-2 |
| Product Categories: | Building Blocks;Chemical Synthesis;Aromatic Hydrazides, Hydrazines, Hydrazones and Oximes;Hydrazines;Nitrogen Compounds;Organic Building Blocks;Phenylhydrazine;bc0001 |
| Mol File: | 637-60-5.mol |
4-Methylphenylhydrazine hydrochloride Chemical Properties
| Melting point | >200 °C (dec.)(lit.) |
| Boiling point | 217.6°C (rough estimate) |
| density | 0.9532 (rough estimate) |
| refractive index | 1.6230 (estimate) |
| storage temp. | Keep in dark place,Inert atmosphere,Room temperature |
| solubility | DMSO, Methanol |
| form | Flaky Powder |
| color | Off-white to beige-brownish |
| Water Solubility | soluble |
| Merck | 14,9542 |
| BRN | 3563996 |
| InChI | 1S/C7H10N2.ClH/c1-6-2-4-7(9-8)5-3-6;/h2-5,9H,8H2,1H3;1H |
| InChIKey | HMHWNJGOHUYVMD-UHFFFAOYSA-N |
| SMILES | Cl.Cc1ccc(NN)cc1 |
| CAS DataBase Reference | 637-60-5(CAS DataBase Reference) |
| EPA Substance Registry System | Hydrazine, (4-methylphenyl)-, monohydrochloride (637-60-5) |
Safety Information
| Hazard Codes | Xn,Xi |
| Risk Statements | 22-36/37/38-40 |
| Safety Statements | 26-36-36/37/39 |
| RIDADR | UN 2811 6.1/PG 3 |
| WGK Germany | 3 |
| RTECS | MW0195000 |
| Hazard Note | Harmful/Irritant |
| TSCA | TSCA listed |
| HazardClass | 6.1 |
| PackingGroup | III |
| HS Code | 29280090 |
| Storage Class | 6.1C - Combustible acute toxic Cat.3 toxic compounds or compounds which causing chronic effects |
| Hazard Classifications | Acute Tox. 3 Dermal Acute Tox. 3 Inhalation Acute Tox. 3 Oral Aquatic Acute 1 Aquatic Chronic 1 Carc. 1B Skin Sens. 1 |
| Chemical Properties | off-white to beige-brownish flaky powder |
| Uses | 4-Tolylhydrazine Monohydrochloride has shown tumorigenic potential through studies. In addition, due to its hydrazine moiety, it has anti-cancer potential and is a compound from which derivatives are made in the search of novel anticancer drugs. |
| Synthesis | 106-49-0 637-60-5 General procedure for the synthesis of 4-methylphenylhydrazine hydrochloride from 4-methylaniline: 4-methylaniline (10.7 g, 0.1 mol) was mixed with dilute hydrochloric acid in a 200 ml round bottom flask. Sodium nitrite solution (30 ml, 7.3 g, 0.105 mol) was added slowly and dropwise to the above mixture. The reaction mixture was stirred for 1 hour and then filtered. The filtered clear liquid was added dropwise to 70 ml of aqueous solution containing sodium sulfite (37.8 g, 0.3 mol) and reacted at 80°C for about 1.5 hours. Subsequently, concentrated hydrochloric acid (25 ml, 0.3 mol) was added slowly and the reaction temperature was raised to 95°C and the reaction continued for about 2.5 hours. Upon completion of the reaction, the mixture was allowed to stand at room temperature overnight to precipitate 4-methylphenylhydrazine hydrochloride as a solid. After filtration and drying, 12.9 g of product was obtained in 90.0% yield. |
| References | [1] Patent: CN108623511, 2018, A. Location in patent: Paragraph 0021 [2] Patent: EP2157088, 2010, A1. Location in patent: Page/Page column 41-42 [3] Russian Chemical Bulletin, 2005, vol. 54, # 10, p. 2417 - 2424 [4] European Journal of Medicinal Chemistry, 2010, vol. 45, # 10, p. 4692 - 4696 [5] European Journal of Medicinal Chemistry, 2011, vol. 46, # 5, p. 1706 - 1712 |
4-Methylphenylhydrazine hydrochloride Preparation Products And Raw materials
| Raw materials | p-Toluidine-->4-Bromotoluene-->Sodium sulfite-->Hydrochloric acid-->Sodium nitrite |
| Preparation Products | 5-METHYLTRYPTAMINE HYDROCHLORIDE-->5-Methyl-L-tryptophan-->5-AMINO-1-(4-METHYLPHENYL)-1H-PYRAZOLE-4-CARBONITRILE-->P-TOLYL DISULFIDE-->BENZYL 5-METHYLSPIRO[INDOLINE-3,4'-PIPERIDINE]-1'-CARBOXYLATE-->1-p-tolyl-3-(trifluoromethyl)-1H-pyrazol-5(4H)-one-->7-Methyl-1,4-dihydro-2H-cyclopenta[b]indol-3-one |
