5-Amino-1,3-dimethyl-4-nitropyrazole

Base Information

• Chemical Name: 5-Amino-1,3-dimethyl-4-nitropyrazole
• CAS No.: 76689-64-0
• Molecular Formula: C5H8N4O2
• Molecular Weight: 156.144
• Hs Code.: 2933199090
• European Community (EC) Number: 822-194-3
• DSSTox Substance ID: DTXSID70370681
• Wikidata: Q82157816
• ChEMBL ID: CHEMBL1484539
• Mol file: 76689-64-0.mol

Synonyms:76689-64-0;5-AMINO-1,3-DIMETHYL-4-NITROPYRAZOLE;1,3-dimethyl-4-nitro-1H-pyrazol-5-amine;2,5-dimethyl-4-nitropyrazol-3-amine;MLS000851447;SCHEMBL4501948;CHEMBL1484539;DTXSID70370681;HMS2790L03;BDA68964;AKOS009158048;SMR000457890;CS-0230878;FT-0641602;EN300-106016;A838796;Z431601308

Chemical Property of 5-Amino-1,3-dimethyl-4-nitropyrazole

Chemical Property:

• Vapor Pressure: 0.000204mmHg at 25°C
• Melting Point: 136-138oC
• Boiling Point: 327.3oC at 760 mmHg
• Flash Point: 151.8oC
• PSA: 89.66000
• Density: 1.55g/cm3
• LogP: 1.32330
• XLogP3: 0.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 156.06472551
• Heavy Atom Count: 11
• Complexity: 168

Purity/Quality:

98%min ^*data from raw suppliers

5-AMINO-1,3-DIMETHYL-4-NITROPYRAZOLE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=NN(C(=C1[N+](=O)[O-])N)C

Technology Process of 5-Amino-1,3-dimethyl-4-nitropyrazole

There total 10 articles about 5-Amino-1,3-dimethyl-4-nitropyrazole which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 96.0%

5-bromo-1,3-dimethyl-4-nitropyrazole (76689-62-8) → 5-amino-1,3-dimethyl-4-nitro-1H-pyrazole (76689-64-0)

Guidance literature:

With ammonium hydroxide; In water; at 180 ℃; for 4h; sealed vessel;

Reference yield: 86.0%

4-nitro-5-methylisoxazole (1122-06-1) + methylhydrazine (60-34-4) → 5-amino-1,3-dimethyl-4-nitro-1H-pyrazole (76689-64-0)

Guidance literature:

In ethanol; for 15h; Heating;

DOI:10.1055/s-2008-1032187

Reference yield: 80.0%

methyl hydrazine hydrochloride (7339-53-9,55330-60-4,88216-08-4) + 2-nitro-3-phenylamino-2-butenenitrile (108161-06-4) → 5-amino-1,3-dimethyl-4-nitro-1H-pyrazole (76689-64-0)

Guidance literature:

In ethanol; for 3h; Heating;

DOI:10.1002/jhet.5570230414

upstream raw materials:

5-bromo-1,3-dimethyl-4-nitropyrazole

methyl hydrazine hydrochloride

3-methylamino-2-nitro-2-butenenitrile

2-nitro-3-phenylamino-2-butenenitrile

Downstream raw materials:

1,3-dimethyl-4-nitro-5-(4-hydroxyphenylazo)pyrazole

5-chloro-1,3-dimethyl-4-nitro-1H-pyrazole

Refernces

• 1、 Katritzky, Alan R.,Vakulenko, Anatoliy V.,Sivapackiam, Jothilingam,Draghici, Bogdan,Damavarapu, Reddy. "Synthesis of dinitro-substituted furans, thiophenes, and azoles". . p. 699 - 706. Retrieved 2008/09/21.
• 2、 Perevalov, V. P.,Baryshnenkova, L. I.,Denisova, E. A.,Andreeva, M. A.,Stepanov, B. I.. "CHARACTERISTIC FEATURES OF DIAZOTATION OF 5,4- AND 4,5-AMINONITROPYRAZOLES AND REDUCTION OF 5-ARYLAZO-1-METHYL-4-NITROPYRAZOLES". . p. 1397. Retrieved 2007/10/02.