Ethyl 4-(chloroMethyl)nicotinate

Base Information

• Chemical Name: Ethyl 4-(chloroMethyl)nicotinate
• CAS No.: 94015-09-5
• Molecular Formula: C9H10ClNO2
• Molecular Weight: 199.637
• Hs Code.: 2933399090
• Mol file: 94015-09-5.mol

Synonyms:Ethyl 4-(chloromethyl)nicotinate;

Chemical Property of Ethyl 4-(chloroMethyl)nicotinate

Chemical Property:

• Boiling Point: 314.0±32.0 °C (760 mmHg)
• PSA: 39.19000
• Density: 1.211±0.06 g/cm3 (20 °C, 760 mmHg)
• LogP: 1.99710

Purity/Quality:

97% ^*data from raw suppliers

Ethyl4-(chloromethyl)nicotinate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Ethyl 4-(chloroMethyl)nicotinate

There total 1 articles about Ethyl 4-(chloroMethyl)nicotinate 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:

3-cyano-4-methylpyridine (5444-01-9) → ethyl 4-chloromethylpyridine-3-carboxylate (94015-09-5)

Guidance literature:

Multi-step reaction with 3 steps

1.1: sulfuric acid / water / 17 h / 130 °C

1.2: 4 h / 80 °C

2.1: 3-chloro-benzenecarboperoxoic acid / chloroform / 19 h / 0 - 23 °C

3.1: p-toluenesulfonyl chloride / 1,4-dioxane / 1.5 h / 100 °C

With sulfuric acid; p-toluenesulfonyl chloride; 3-chloro-benzenecarboperoxoic acid; In 1,4-dioxane; chloroform; water;

DOI:10.1002/ejoc.201301736

Reference yield:

ethyl 4-chloromethylpyridine-3-carboxylate (94015-09-5) → ethyl 7-oxo-6-(2-oxo-2-phenylethyl)-5,6-dihydrocyclopenta[c]pyridine-6-carboxylate (1609572-15-7)

Guidance literature:

Multi-step reaction with 3 steps

1: ethanol; sodium / tetrahydrofuran / 2 h / 0 - 23 °C

2: ethanol; sodium / 2 h / 65 °C / Inert atmosphere

3: potassium carbonate / acetone / 3 h / 40 °C

With ethanol; sodium; potassium carbonate; In tetrahydrofuran; acetone; 2: |Dieckmann Condensation;

DOI:10.1002/ejoc.201301736

Reference yield:

ethyl 4-chloromethylpyridine-3-carboxylate (94015-09-5) → 2,5-dihydro-2-phenylpyrazolo<3',4':5,6>thiopyrano<4,3-c>pyridin-6-ium-3-olate (94015-28-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 79 percent / sodium, ethanol / ice-cooling

2: 63 percent / sodium ethoxide / toluene / 1 h / 0 °C

3: 69 percent / 100 °C

With ethanol; sodium ethanolate; sodium; In toluene;

upstream raw materials:

3-cyano-4-methylpyridine

Downstream raw materials:

2,5-dihydro-2-phenylpyrazolo<3',4':5,6>thiopyrano<4,3-c>pyridin-6-ium-3-olate

ethyl 7-oxo-6-(2-oxo-2-phenylethyl)-5,6-dihydrocyclopenta[c]pyridine-6-carboxylate

Refernces