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| | 3-Nitrophenylhydrazine hydrochloride Basic information |
| | 3-Nitrophenylhydrazine hydrochloride Chemical Properties |
| Melting point | 210 °C (dec.)(lit.) | | storage temp. | Inert atmosphere,Room Temperature | | solubility | DMSO, Methanol (Slightly) | | form | Solid | | color | Yellow to Dark Yellow | | BRN | 3569013 | | InChI | 1S/C6H7N3O2.ClH/c7-8-5-2-1-3-6(4-5)9(10)11;/h1-4,8H,7H2;1H | | InChIKey | BKOYKMLGFFASBG-UHFFFAOYSA-N | | SMILES | Cl.NNc1cccc(c1)[N+]([O-])=O | | CAS DataBase Reference | 636-95-3(CAS DataBase Reference) |
| Hazard Codes | Xn,Xi | | Risk Statements | 20/21/22-36/37/38 | | Safety Statements | 26-37/39-36 | | RIDADR | 2811 | | WGK Germany | 3 | | HazardClass | 6.1 | | PackingGroup | III | | HS Code | 2928009090 | | Storage Class | 11 - Combustible Solids | | Hazard Classifications | Acute Tox. 4 Dermal
Acute Tox. 4 Inhalation
Acute Tox. 4 Oral
Eye Irrit. 2
Skin Irrit. 2
STOT SE 3 |
| | 3-Nitrophenylhydrazine hydrochloride Usage And Synthesis |
| Chemical Properties | YELLOW CRYSTALLINE POWDER | | Uses | 3-Nitrophenylhydrazine Hydrochloride acts as a reagent in the preparation of isosteviol-fused pyrazolines and pyrazoles as potential anticancer agents, preparation of pyrazolobenzothiazines as inhibitors of hepatitis C virus replication. | | Synthesis | Example 28: Synthesis of 3-methyl-1H-indol-6-amine
1. 3-Nitroaniline (27.6 g, 0.2 mol) was dissolved in a mixed solution of water (40 mL) and 37% hydrochloric acid (40 mL).
2. A solution of sodium nitrite (NaNO2, 13.8 g, 0.2 mol) in water (60 mL) was slowly added to the above solution at 0 °C.
3. Subsequently, a 37% hydrochloric acid (100 mL) solution of tin chloride dihydrate (SnCl2-2H2O, 135.5 g, 0.6 mol) was added, maintaining the reaction temperature at 0 °C.
4. After continuous stirring of the reaction mixture at 0 °C for 0.5 h, the insoluble solid was separated by filtration and washed with cold water to afford (3-nitrophenyl)hydrazine hydrochloride (27.6 g, 73% yield).
Example 49: Synthesis of 6-amino-1H-indole-2-carbonitrile
1. 3-Nitroaniline (28 g, 0.20 mol) was dissolved in a mixture of water (40 mL) and 37% hydrochloric acid (40 mL).
2. A solution of sodium nitrite (NaNO2, 14 g, 0.20 mol) in water (60 mL) was slowly added to the above solution at 0 °C.
3. Subsequently, a 37% hydrochloric acid (100 mL) solution of tin chloride dihydrate (SnCl2-2H2O, 140 g, 0.60 mol) was added, maintaining the reaction temperature at 0 °C.
4. After continuous stirring of the reaction mixture at 0 °C for 0.5 h, the insoluble solid was separated by filtration and washed with cold water to afford (3-nitrophenyl)hydrazine hydrochloride (28 g, 73% yield). | | References | [1] Patent: US2007/244159, 2007, A1. Location in patent: Page/Page column 110-111; 138
[2] Patent: US2012/309758, 2012, A1. Location in patent: Page/Page column 67
[3] Patent: US2015/231142, 2015, A1. Location in patent: Paragraph 0397; 1632; 1744
[4] Organic Preparations and Procedures International, 1991, vol. 23, # 3, p. 357 - 364
[5] Journal of Agricultural and Food Chemistry, 2014, vol. 62, # 2, p. 381 - 390 |
| | 3-Nitrophenylhydrazine hydrochloride Preparation Products And Raw materials |
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