1,3-Dimethyl-1H-pyrazole-5-carbonitrile

Base Information

• Chemical Name: 1,3-Dimethyl-1H-pyrazole-5-carbonitrile
• CAS No.: 306936-77-6
• Molecular Formula: C6H7N3
• Molecular Weight: 121.14000
• Hs Code.: 2933199090
• DSSTox Substance ID: DTXSID30371255
• Wikidata: Q82158538
• Mol file: 306936-77-6.mol

Synonyms:1,3-Dimethyl-1H-pyrazole-5-carbonitrile;306936-77-6;1H-Pyrazole-5-carbonitrile, 1,3-dimethyl-;2,5-dimethylpyrazole-3-carbonitrile;2,5-Dimethyl-2H-pyrazole-3-carbonitrile;1,3-dimethylpyrazole-5-carbonitrile;SCHEMBL4409292;DTXSID30371255;FLBLWIMFXGNWRG-UHFFFAOYSA-N;AMY32912;BBL039937;MFCD00833260;STK349587;AKOS000309842;PS-3075;CS-0054565;FT-0687892;EN300-229465;W11021;A1-00161;J-503915

Chemical Property of 1,3-Dimethyl-1H-pyrazole-5-carbonitrile

Chemical Property:

• Vapor Pressure: 0.0238mmHg at 25°C
• Boiling Point: 248.7oC at 760 mmHg
• PKA: -0.06±0.10(Predicted)
• Flash Point: 104.2oC
• PSA: 41.61000
• Density: 1.09g/cm3
• LogP: 0.60018
• Storage Temp.: Inert atmosphere,Store in freezer, under -20°C
• XLogP3: 0.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 121.063997236
• Heavy Atom Count: 9
• Complexity: 146

Purity/Quality:

NLT 98% ^*data from raw suppliers

1,3-Dimethyl-1H-pyrazole-5-carbonitrile ^*data from reagent suppliers

Safty Information:

• Statements: 34-36/37/38
• Safety Statements: 26-27-36/37/39-45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=NN(C(=C1)C#N)C

Technology Process of 1,3-Dimethyl-1H-pyrazole-5-carbonitrile

There total 7 articles about 1,3-Dimethyl-1H-pyrazole-5-carbonitrile 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: 88.1%

1,3-dimethyl-1H-pyrazole-5-carboxamide (136678-93-8) → 1,3-dimethyl-1H-pyrazole-5-carbonitrile (306936-77-6)

Guidance literature:

With trichlorophosphate; for 3h; Reflux;

Reference yield: 86.0%

1,3-dimethyl-1H-pyrazole-5-carbaldehyde (25016-09-5) → 1,3-dimethyl-1H-pyrazole-5-carbonitrile (306936-77-6)

Guidance literature:

With ammonium hydroxide; sodium bromate; acetic acid; In water; at 90 - 100 ℃; for 1h;

Reference yield:

ethyl 2-hydroxy-4-oxopent-2-enoate sodium salt → 1,3-dimethyl-1H-pyrazole-5-carbonitrile (306936-77-6)

Guidance literature:

Multi-step reaction with 4 steps

1: acetic acid; hydrazine hydrate / 3 h / 10 - 35 °C

2: sodium hydrogencarbonate / dichloromethane / 5 h / Reflux

3: ammonium hydroxide; ammonium bicarbonate / methanol / 24 h / 20 °C

4: trichlorophosphate / 3 h / Reflux

With ammonium hydroxide; hydrazine hydrate; sodium hydrogencarbonate; ammonium bicarbonate; acetic acid; trichlorophosphate; In methanol; dichloromethane;

upstream raw materials:

1,3-dimethyl-1H-pyrazole-5-carboxamide

1,3-dimethyl-1H-pyrazole-5-carbaldehyde

ethyl 5-methyl-2H-pyrazole-3-carboxylate

ethyl 1,3-dimethylpyrazole-5-carboxylate

Downstream raw materials:

((4-bromo-5-cyano-1-methyl-1H-pyrazol-3-yl)methyl)(methyl)carbamic acid tert-butyl ester

(10R)-7-amino-12-fluoro-2,10,16-trimethyl-15-oxo-10,15,16,17-tetrahydro-2H-8,4-(metheno)pyrazolo[4,3-h][2,5,11]-benzoxadiazacyclotetradecine-3-carbonitrile

2-cyano-1,4-dimethylimidazole

5-Cyan-1,2-dimethyl-imidazol

Refernces

• 1、 -. "1-methyl-3-((methylamino)methyl)-1H-pyrazole-5-nitrile synthesis method". Paragraph 0024; 0037-0039. . Retrieved 2019/01/14.
• 2、 -. "INHIBITORS OF HEPATITIS C VIRUS PROTEASE, AND COMPOSITIONS AND TREATMENTS USING THE SAME". Page/Page column 92. . Retrieved 2008/06/13.