1-methyl-4-nitro-3-propyl-1H-pyrazole-5-carboxamide

Base Information

• Chemical Name: 1-methyl-4-nitro-3-propyl-1H-pyrazole-5-carboxamide
• CAS No.: 139756-01-7
• Molecular Formula: C8H12N4O3
• Molecular Weight: 212.208
• Hs Code.: 2933199090
• European Community (EC) Number: 423-960-6,604-159-2
• UNII: 7Y5R094CF5
• DSSTox Substance ID: DTXSID80373027
• Nikkaji Number: J1.557.985D
• Wikidata: Q27269012
• ChEMBL ID: CHEMBL1509194
• Mol file: 139756-01-7.mol

Synonyms:139756-01-7;1-methyl-4-nitro-3-propyl-1H-pyrazole-5-carboxamide;1-Methyl-4-nitro-3-propylpyrazole-5-carboxamide;1-Methyl-4-nitro-3-propyl-(1H)-pyrazole-5-carboxamide;Sildenafil amide;2-methyl-4-nitro-5-propylpyrazole-3-carboxamide;1H-Pyrazole-5-carboxamide, 1-methyl-4-nitro-3-propyl-;UNII-7Y5R094CF5;7Y5R094CF5;EC 423-960-6;Sildenafil Amide Impurity;Pyrazol P;D-Luciferin-6-O-acetate;SCHEMBL1452;Oprea1_245915;MLS000723804;CHEMBL1509194;DTXSID80373027;BMLPAJIEDKJHSB-UHFFFAOYSA-N;HMS2639A10;HMS3360C19;AMY11140;BCP33919;MFCD02253196;AKOS001617339;CCG-107604;AC-27029;AS-69315;SMR000305399;CS-0061477;FT-0671927;M2773;1-methyl-4-nitro3-propylpyrazole-5-carboxamide;5-Carbamoyl-1-methyl-4-nitro-3-propylpyrazole;W17014;2-methyl-4-nitro-5-propyl-3-pyrazolecarboxamide;1-methyl4-nitro-3-n-propylpyrazole-5-carboxamide;2-methyl-4-nitro-5-propyl-pyrazole-3-carboxamide;A807584;SR-01000448248;1-methyl-4-nitro-3-n-propylpyrazole-5-carboxamide;J-803032;SR-01000448248-1;1-Methyl-3-propyl-4-nitro-1H-pyrazole-5-carboxamide;1-methyl-4-nitro-3-propyl-1H-5-pyrazole carboxamide;2-Methyl-4-nitro-5-propyl-2H-pyrazole-3-carboxamide;Q27269012

Chemical Property of 1-methyl-4-nitro-3-propyl-1H-pyrazole-5-carboxamide

Chemical Property:

• Vapor Pressure: 0.000127mmHg at 25°C
• Melting Point: 137.0 to 141.0 °C
• Refractive Index: 1.629
• Boiling Point: 334.559 °C at 760 mmHg
• PKA: 14.62±0.50(Predicted)
• Flash Point: 156.136 °C
• PSA: 106.73000
• Density: 1.453 g/cm³
• LogP: 1.60320
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: soluble in Methanol
• XLogP3: 0.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 212.09094026
• Heavy Atom Count: 15
• Complexity: 265

Purity/Quality:

99.9% ^*data from raw suppliers

1-Methyl-4-nitro-3-propylpyrazole-5-carboxamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCC1=NN(C(=C1[N+](=O)[O-])C(=O)N)C
• Uses: Intermediate in the production of Sildenafil.

Technology Process of 1-methyl-4-nitro-3-propyl-1H-pyrazole-5-carboxamide

There total 13 articles about 1-methyl-4-nitro-3-propyl-1H-pyrazole-5-carboxamide 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: 98.09%

1-methyl-4-nitro-3-propyl-1H-pyrazole-5-carbonyl chloride (360068-47-9) → 1-methyl-4-nitro-3-propyl-1H-pyrazole-5-carboxamide (139756-01-7)

Guidance literature:

With ammonium hydroxide; at 20 ℃;

Reference yield: 95.0%

1-methyl-3-n-propylpyrazole-5-carboxamide → 1-methyl-4-nitro-3-propyl-1H-pyrazole-5-carboxamide (139756-01-7)

Guidance literature:

1-methyl-3-n-propylpyrazole-5-carboxamide; With nitric acid; In dichloromethane; at 15 ℃; for 0.666667h;

With sulfuric acid; In dichloromethane; at 15 - 25 ℃; Reagent/catalyst;

Reference yield: 94.0%

→ 1-methyl-4-nitro-3-propyl-1H-pyrazole-5-carboxamide (139756-01-7) + 1-methyl-2-nitro-3-propyl-1H-pyrazole-5-carboxylic acid (139756-00-6)

Guidance literature:

upstream raw materials:

1-methyl-2-nitro-3-propyl-1H-pyrazole-5-carboxylic acid

ethyl 3-butyrylpyruvate

1-methyl-3-propyl-1 H-pyrazole-5-carboxylic acid

1-Methyl-3-n-propylpyrazole-5-carboxylic acid ethyl ester

Downstream raw materials:

5-(5-Chlorosulphonyl-2-ethoxyphenyl)-1-methyl-3-n-propyl-1,6-dihydro-7H-pyrazolo[4,3-d]pyrimidin-7-one

5-(5-bromo-2-ethoxyphenyl)-1-methyl-3-n-propyl-1,6-dihydro-7H-pyrazolo[4,3-d]-pyrimidin-7-one

Refernces

• 1、 -. "Sildenafil intermediate 4 - amino -1 - methyl -3 - n-propyl pyrazole -5 - carboxamide green new synthetic process". Paragraph 0027-0028; 0029-0030. . Retrieved 2018/12/02.
• 2、 -. "Synthesis method for industrially producing sildenafil amide intermediate". Paragraph 0029. . Retrieved 2016/11/17.