4-Hydrazinobenzene-1-sulfonamide hydrochloride CAS 17852-52-7
4-Hydrazinobenzene-1-sulfonamide hydrochloride Basic information
| Product Name: | 4-Hydrazinobenzene-1-sulfonamide hydrochloride |
| Synonyms: | 4-SPH;4-Sulphamoylphenylhydrazine hydrochloride, 4-(Aminosulphonyl)phenylhydrazine hydrochloride;p-Sulfonamidophenylhydrazine;4-Hydrazinobenzene-1;4-Aminosulfonylphenylhydrazine hydrochloride;4-Hydrazinobenzene-1-sulfonamide hydrochloride;4-Sulfonamidophenylhydrazine hydrochloride;4-SAPH.HCl |
| CAS: | 17852-52-7 |
| MF: | C6H10ClN3O2S |
| MW: | 223.68 |
| EINECS: | 605-823-4;479-480-2 |
| Product Categories: | Celecoxib;Phenylhydrazine;Aromatic Carboxylic Acids, Amides, Anilides, Anhydrides & Salts;pharmaceutical;17852-52-7;john's |
| Mol File: | 17852-52-7.mol |
4-Hydrazinobenzene-1-sulfonamide hydrochloride Chemical Properties
| Melting point | 149-152 °C(lit.) |
| density | 1.644[at 20℃] |
| storage temp. | under inert gas (nitrogen or Argon) at 2-8°C |
| solubility | Methanol (Slightly, Heated), Water (Slightly) |
| form | powder to crystal |
| color | White to Light yellow to Light orange |
| Water Solubility | Soluble in water. |
| Sensitive | Hygroscopic |
| Major Application | pharmaceutical (small molecule) |
| InChI | InChI=1S/C6H9N3O2S.ClH/c7-9-5-1-3-6(4-2-5)12(8,10)11;/h1-4,9H,7H2,(H2,8,10,11);1H |
| InChIKey | IKEURONJLPUALY-UHFFFAOYSA-N |
| SMILES | C1(S(=O)(=O)N)C=CC(NN)=CC=1.Cl |
| LogP | -0.99 at 20℃ |
| CAS DataBase Reference | 17852-52-7(CAS DataBase Reference) |
| EPA Substance Registry System | Benzenesulfonamide, 4-hydrazinyl-, hydrochloride (1:1) (17852-52-7) |
Safety Information
| Hazard Codes | Xn,Xi |
| Risk Statements | 22-36/37/38 |
| Safety Statements | 36-24/25 |
| WGK Germany | 3 |
| RTECS | DA9380000 |
| Hazard Note | Irritant |
| HS Code | 29350090 |
| Chemical Properties | white to light yellow crystal powde |
| Uses | Intermediate in the production of Celebrex. |
| Uses | It is a potentially useful intermediate in the production of Celebrex an anti inflammatory drug. |
| Flammability and Explosibility | Non flammable |
| Synthesis | 63-74-1 17852-52-7 The general procedure for the synthesis of p-hydrazinylbenzenesulfonamide hydrochloride from crystalline sulfanilamide was as follows: firstly, 4'-methylacetophenone was reacted with succinic anhydride in the presence of diisopropanolamine (LDA) and tetrahydrofuran (THF) for 1 hr at -78 °C to afford p-tolyl-4,6-dioxohexanoic acid in 66% yield and the product was a white solid. Subsequently, the sulfonamide was reacted with sodium nitrite (NaNO2) and concentrated hydrochloric acid for 30 min at 0-4 °C, followed by the addition of tin(II) chloride (SnCl2), and the reaction was continued for 4 h at 0 °C to produce 4-sulfonylaminophenylhydrazine hydrochloride in 55% yield, the product being a pale yellow solid. Finally, p-tolyl-4,6-dioxohexanoic acid was reacted with 4-sulfonylaminophenylhydrazine hydrochloride in a methanolic solution of triethanolamine (TEA) at room temperature for 16 h to give compound 30c, 3-[1-{p-(p-(sulfonylamino)phenyl}-5-p-tolyl-1H-pyrazol-3-yl]propanoic acid in 76% yield and the product was a yellow solid. |
| References | [1] Journal of Medicinal Chemistry, 2007, vol. 50, # 18, p. 4444 - 4452 [2] Organic Letters, 2012, vol. 14, # 19, p. 5030 - 5033,4 [3] Journal of Heterocyclic Chemistry, 2018, vol. 55, # 4, p. 913 - 922 [4] Patent: US2007/292352, 2007, A1. Location in patent: Page/Page column 45-46 [5] Patent: US2003/236294, 2003, A1. Location in patent: Page 9 |
4-Hydrazinobenzene-1-sulfonamide hydrochloride Preparation Products And Raw materials
| Raw materials | Sulfanilamide-->Sodium nitrite-->Hydrochloric acid |
