1-(1-methyl-1H-pyrazol-5-yl)ethanone

Base Information

• Chemical Name: 1-(1-methyl-1H-pyrazol-5-yl)ethanone
• CAS No.: 137890-05-2
• Molecular Formula: C6H8N2O
• Molecular Weight: 124.142
• Hs Code.: 2933199090
• European Community (EC) Number: 819-676-0
• DSSTox Substance ID: DTXSID50426892
• Wikidata: Q82239684
• Mol file: 137890-05-2.mol

Synonyms:1-(1-methyl-1H-pyrazol-5-yl)ethanone;137890-05-2;5-acetyl-1-methylpyrazole;1-(2-methylpyrazol-3-yl)ethanone;Ethanone, 1-(1-methyl-1H-pyrazol-5-yl)-;1-(2-Methyl-2H-pyrazol-3-yl)ethanone;MFCD04968784;1-(1-methyl-1h-pyrazol-5-yl)ethan-1-one;Ethanone, 1-(1-methyl-1H-pyrazol-5-yl)- (9CI);SCHEMBL335332;DTXSID50426892;UXNMMULCZUAIHE-UHFFFAOYSA-N;BBL030287;STK346764;AKOS000307599;AB90120;CS-W021193;1-(2-Methyl-2H-pyrazol-3-yl)-ethanone;AM803189;DS-13690;SY005764;BB 0259259;FT-0687571;A24834;EN300-101159;J-503042;Z1183445308

Chemical Property of 1-(1-methyl-1H-pyrazol-5-yl)ethanone

Chemical Property:

• Appearance/Colour: light yellow to dark yellow liquid
• Vapor Pressure: 0.11mmHg at 25°C
• Refractive Index: 1.543
• Boiling Point: 221 °C at 760 mmHg
• Flash Point: 87.4 °C
• PSA: 34.89000
• Density: 1.11 g/cm³
• LogP: 0.62270
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 0.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 124.063662883
• Heavy Atom Count: 9
• Complexity: 124

Purity/Quality:

99% ^*data from raw suppliers

1-(1-methyl-1H-pyrazol-5-yl)ethanone ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)C1=CC=NN1C

Technology Process of 1-(1-methyl-1H-pyrazol-5-yl)ethanone

There total 7 articles about 1-(1-methyl-1H-pyrazol-5-yl)ethanone 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: 13.0%

1-(1H-pyrazol-5-yl)ethanone (20583-33-9) + methyl iodide (74-88-4) → 1-(1-methyl-1H-pyrazol-3-yl)acetaldehyde (137890-04-1) + 1-(1-methyl-1H-pyrazol-5-yl)ethan-1-one (137890-05-2)

Guidance literature:

With potassium carbonate; In acetonitrile; at 20 ℃; for 72h;

Reference yield:

N-methoxy-N-methyl-2-methyl-2H-pyrazole-3-carboxamide (1339452-16-2) + methylmagnesium bromide (75-16-1) → 1-(1-methyl-1H-pyrazol-5-yl)ethan-1-one (137890-05-2)

Guidance literature:

In diethyl ether; at -40 - 20 ℃; for 16.25h; Inert atmosphere;

Reference yield:

1-methyl-1H-pyrazole-5-carboxylic acid (16034-46-1) → 1-(1-methyl-1H-pyrazol-5-yl)ethan-1-one (137890-05-2)

Guidance literature:

Multi-step reaction with 3 steps

1: thionyl chloride / tetrachloromethane; N,N-dimethyl-formamide / 2 h / Reflux

2: diethyl ether; ethanol / 20 °C

3: hydrogenchloride / water / Reflux

With hydrogenchloride; thionyl chloride; In tetrachloromethane; diethyl ether; ethanol; water; N,N-dimethyl-formamide;

DOI:10.1002/jhet.869

upstream raw materials:

1-Methylpyrazole-5-carboxylic acid nitrile

methyl iodide

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

2-methyl-2H-pyrazole-3-carbonyl chloride

Downstream raw materials:

(R)-N-((2S,4R)-2-(2,4-difluorophenyl)-4-hydroxy-4-(1-methyl-1H-pyrazol-5-yl)butan-2-yl)-2-methylpropane-2-sulfinamide

N-(((2S,4R)-2-(2,4-difluorophenyl)-4-hydroxy-4-(1-methyl-1H-pyrazol-5-yl)butan-2-yl)carbamothioyl)benzamide

(R)-N-((S)-2-(2,4-difluorophenyl)-4-(1-methyl-1H-pyrazol-5-yl)-4-oxobutan-2-yl)-2-methylpropane-2-sulfinamide

Refernces

• 1、 -. "CYCLIC SULFAMIDE COMPOUNDS AND METHODS OF USING SAME". . . Retrieved 2018/09/21.
• 2、 -. "4,6-DIARYLAMINOTHIAZINES AS BACE1 INHIBITORS AND THEIR USE FOR THE REDUCTION OF BETA-AMYLOID PRODUCTION". Page/Page column 72. . Retrieved 2014/07/08.