| Identification | More | [Name]
3-Nitrophenylhydrazine hydrochloride | [CAS]
636-95-3 | [Synonyms]
3-NITROPHENYLHYDRAZINE HYDROCHLORIDE
M-NITROPHENYLHYDRAZINE HCL
M-NITROPHENYLHYDRAZINE HYDROCHLORIDE
3-nitrophenylhydrazinium(1+) chloride
3-NITROPHENYLHYDRAZINE HYDROCHLORIDE, 98 %
3-NitrophenylhydrazineHcl
3-NITROPHENYLHYDRAZINE HYDROCHLORIDE 98%
Hydrazine, (3-nitrophenyl)-, monohydrochloride
M-Nitrophenylhydrazinium chloride | [EINECS(EC#)]
211-270-6 | [Molecular Formula]
C6H8ClN3O2 | [MDL Number]
MFCD00012939 | [Molecular Weight]
189.6 | [MOL File]
636-95-3.mol |
| Chemical Properties | Back Directory | [Appearance]
YELLOW CRYSTALLINE POWDER | [Melting point ]
210 °C (dec.)(lit.) | [storage temp. ]
Flammables area | [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) |
| Safety Data | Back Directory | [Hazard Codes ]
Xn,Xi | [Risk Statements ]
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed .
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S37/39:Wear suitable gloves and eye/face protection .
S36:Wear suitable protective clothing . | [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 |
| Hazard Information | Back Directory | [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 |
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