5-Methyl-1H-pyrazol-3-amine

Base Information

• Chemical Name: 5-Methyl-1H-pyrazol-3-amine
• CAS No.: 31230-17-8
• Molecular Formula: C4H7N3
• Molecular Weight: 97.1197
• Hs Code.: 29331990
• European Community (EC) Number: 923-941-7,627-107-0,816-985-2
• UNII: 7M23CZ0CSD
• DSSTox Substance ID: DTXSID9073466
• Nikkaji Number: J138.331K,J254.863A
• Wikidata: Q72439414
• Mol file: 31230-17-8.mol

Synonyms:3-amino-5-methyl pyrazole

Chemical Property of 5-Methyl-1H-pyrazol-3-amine

Chemical Property:

• Appearance/Colour: white to light yellow crystal powder
• Vapor Pressure: 2.81E-05mmHg at 25°C
• Melting Point: 45-47 °C
• Refractive Index: 1.617
• Boiling Point: 357 °C at 760 mmHg
• PKA: 15.84±0.10(Predicted)
• Flash Point: 169.5 °C
• PSA: 54.70000
• Density: 1.221 g/cm³
• LogP: 0.88150
• Storage Temp.: -20?C Freezer
• Sensitive.: Air Sensitive
• Solubility.: Soluble in Dichloromethane and Methanol.
• XLogP3: 0.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 97.063997236
• Heavy Atom Count: 7
• Complexity: 64

Purity/Quality:

99% ^*data from raw suppliers

5-Amino-3-methylpyrazole ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi,Xn
• Statements: 36/37/38-22
• Safety Statements: 26-36-37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC1=CC(=NN1)N
• Uses: 3-Amino-5-methyl-1H-pyrazole was employed as beta-sheet template to investigate its interaction with ferrocenoyl-dipeptides. It is also used in the synthesis of 4-aryl-3,7,7-trimethyl-2,4,6,7,8,9-hexahydropyrazolo[3,4-b]quinolin-5-ones. It can react with 4-Ethoxymethylene-2-phenyl-4H-oxazol-5-one to get N-(2-Methyl-7-oxo-4,7-dihydro-pyrazolo[1,5-a]pyrimidin-6-yl)-benzamide. 3-Amino-5-methylpyrazole was employed as beta-sheet template to investigate its interaction with ferrocenoyl-dipeptides. It was also used in the synthesis of 4-aryl-3,7,7-trimethyl-2,4,6,7,8,9-hexahydropyrazolo[3,4-b]quinolin-5-ones.

Technology Process of 5-Methyl-1H-pyrazol-3-amine

There total 6 articles about 5-Methyl-1H-pyrazol-3-amine 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: 92.0%

2-methyl-5,7-diphenyl-6,7-dihydropyrazolo<1,5-a>pyrimidine (151449-93-3) → 3-amino-5-methylpyrazole (31230-17-8) + 1,3-diphenyl-propen-3-one (614-47-1)

Guidance literature:

With hydrogenchloride; for 0.5h; Heating;

DOI:10.1007/s10593-005-0177-5

Reference yield: 88.0%

4-bromo-5-methyl-1H-pyrazol-3-amine (1780-72-9) + 4-methylphenylboronic acid (5720-05-8) → 3-methyl-5-aminopyrazole (31230-17-8) + 3-methyl-4-(4-methylphenyl)-1H-pyrazol-5-amine (1159187-59-3)

Guidance literature:

With XPhos Pd G₂; potassium carbonate; XPhos; In ethanol; water; at 120 ℃; for 0.333333h; Solvent; Reagent/catalyst; Inert atmosphere; Microwave irradiation;

DOI:10.1021/acs.joc.6b02306

Reference yield: 87.0%

4-Chloro-5-methyl-1H-pyrazol-3-ylamine (110580-44-4) + 4-methylphenylboronic acid (5720-05-8) → 3-methyl-5-aminopyrazole (31230-17-8) + 3-methyl-4-(4-methylphenyl)-1H-pyrazol-5-amine (1159187-59-3)

Guidance literature:

With XPhos Pd G₂; potassium carbonate; XPhos; In ethanol; water; at 120 ℃; for 0.333333h; Inert atmosphere; Microwave irradiation;

DOI:10.1021/acs.joc.6b02306

upstream raw materials:

4-bromo-5-methyl-1H-pyrazol-3-amine

thiophenol

4-methylphenylboronic acid

4-Chloro-5-methyl-1H-pyrazol-3-ylamine

Downstream raw materials:

2,7-dimethyl-1,4-dihydropyrazolo[1,5-a]pyrimidin-4-one

2-methyl-5-phenylpyrazolo[1,5-a]pyrimidin-7(4H)-one

ethyl 4,7-dihydro-2-methyl-7-oxopyrazolo[1,5-a]pyrimidine-6-carboxylate

1-amino-9,10-anthracenedione

Refernces

• 1、 Lipson,Desenko,Shirobokova,Borodina,Musatov. "Chemical reactions of 2-methyl-5,7-diphenyl-6,7-dihydropyrazolo[1,5-a] pyrimidine". . p. 492 - 495. Retrieved 2007/10/03.