Methyl 3-chloro-1-methyl-1H-pyrazole-4-carboxylate

Base Information

• Chemical Name: Methyl 3-chloro-1-methyl-1H-pyrazole-4-carboxylate
• CAS No.: 148934-66-1
• Molecular Formula: C₆H₇ClN₂O₂
• Molecular Weight: 174.587
• Hs Code.: 2933199090
• DSSTox Substance ID: DTXSID30440995
• Nikkaji Number: J829.499B
• Wikidata: Q82257521
• Mol file: 148934-66-1.mol

Synonyms:Methyl 3-chloro-1-methyl-1H-pyrazole-4-carboxylate;148934-66-1;METHYL 3-CHLORO-1-METHYLPYRAZOLE-4-CARBOXYLATE;DTXSID30440995;1H-Pyrazole-4-carboxylic acid, 3-chloro-1-methyl-, methyl ester;AKOS015898330;AT32306;1-Methyl-3-chloro-1H-pyrazole-4-carboxylic acid methyl ester;3-Chloro-1-methyl-1H-pyrazole-4-carboxylic acid methyl ester

Chemical Property of Methyl 3-chloro-1-methyl-1H-pyrazole-4-carboxylate

Chemical Property:

• Vapor Pressure: 0.019mmHg at 25°C
• Boiling Point: 252.768oC at 760 mmHg
• PKA: -2.52±0.10(Predicted)
• Flash Point: 106.67oC
• PSA: 44.12000
• Density: 1.371g/cm3
• LogP: 0.86010
• Storage Temp.: 2-8°C
• XLogP3: 1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 174.0196052
• Heavy Atom Count: 11
• Complexity: 165

Purity/Quality:

98%min ^*data from raw suppliers

METHYL 3-CHLORO-1-METHYL-1H-PYRAZOLE-4-CARBOXYLATE 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN1C=C(C(=N1)Cl)C(=O)OC

Technology Process of Methyl 3-chloro-1-methyl-1H-pyrazole-4-carboxylate

There total 1 articles about Methyl 3-chloro-1-methyl-1H-pyrazole-4-carboxylate 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:

methyl 3-amino-1-methylpyrazole-4-carboxylate (64182-19-0) → methyl ester of 1-methylpyrazole-4-carboxylic acid (5952-93-2) + methyl 3-chloro-1-methylpyrazole-4-carboxylate (148934-66-1)

Guidance literature:

With hydrogenchloride; copper(l) chloride; sodium nitrite; Yield given. Multistep reaction. Yields of byproduct given; 1.) 0 deg C, 1 h, 2.) CHCl₃, RT, 1 h;

DOI:10.1002/jhet.5570340231

Reference yield:

methyl 3-chloro-1-methylpyrazole-4-carboxylate (148934-66-1) → 3-chloro-4-methoxycarbonyl-1-methylpyrazole-5-sulfonamide (100784-27-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 91 percent / N-chlorosuccinimide / 95 °C

2: 96 percent / 70percent sodium hydrosulfide / dimethylformamide / 0.5 h / 60 °C

3: 1.) chlorine, aq. AcOH, 2.) 28percent aq. NH₃ / 1.) 5 deg C, 2.) 1,2-dichloroethane, RT, 0.5 h

With ammonium hydroxide; N-chloro-succinimide; sodium hydrogensulfide; chlorine; acetic acid; In N,N-dimethyl-formamide;

DOI:10.1002/jhet.5570340231

Reference yield:

methyl 3-chloro-1-methylpyrazole-4-carboxylate (148934-66-1) → halosulfuron methyl (100784-20-1)

Guidance literature:

Multi-step reaction with 4 steps

1: 91 percent / N-chlorosuccinimide / 95 °C

2: 96 percent / 70percent sodium hydrosulfide / dimethylformamide / 0.5 h / 60 °C

3: 1.) chlorine, aq. AcOH, 2.) 28percent aq. NH₃ / 1.) 5 deg C, 2.) 1,2-dichloroethane, RT, 0.5 h

4: 88 percent / 1,8-diazabicyclo<5.4.0>undec-7-ene / acetonitrile / 0.5 h / Ambient temperature

With ammonium hydroxide; N-chloro-succinimide; sodium hydrogensulfide; chlorine; acetic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; In N,N-dimethyl-formamide; acetonitrile;

DOI:10.1002/jhet.5570340231

upstream raw materials:

methyl 3-amino-1-methylpyrazole-4-carboxylate

Downstream raw materials:

3-chloro-4-methoxycarbonyl-1-methylpyrazole-5-sulfonamide

halosulfuron methyl

Refernces