N-((3-(4-(1-(bromomethyl)cyclopropyl)phenyl)-2-oxooxazolidin-5-yl)methyl)-5-chlorothiophene-2-carboxamide

Base Information

• Chemical Name: N-((3-(4-(1-(bromomethyl)cyclopropyl)phenyl)-2-oxooxazolidin-5-yl)methyl)-5-chlorothiophene-2-carboxamide
• CAS No.: 1308815-09-9
• Molecular Formula: C₁₉H₁₈BrClN₂O₃S
• Molecular Weight: 469.787
• Mol file: 1308815-09-9.mol

Synonyms:N-((3-(4-(1-(bromomethyl)cyclopropyl)phenyl)-2-oxooxazolidin-5-yl)methyl)-5-chlorothiophene-2-carboxamide

Chemical Property of N-((3-(4-(1-(bromomethyl)cyclopropyl)phenyl)-2-oxooxazolidin-5-yl)methyl)-5-chlorothiophene-2-carboxamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-((3-(4-(1-(bromomethyl)cyclopropyl)phenyl)-2-oxooxazolidin-5-yl)methyl)-5-chlorothiophene-2-carboxamide

There total 12 articles about N-((3-(4-(1-(bromomethyl)cyclopropyl)phenyl)-2-oxooxazolidin-5-yl)methyl)-5-chlorothiophene-2-carboxamide 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: 40.0%

5-chloro-N-((3-(4-(1-(hydroxymethyl)cyclopropyl)phenyl)-2-oxooxazolidin-5-yl)methyl)thiophene-2-carboxamide (1308815-08-8) → N-((3-(4-(1-(bromomethyl)cyclopropyl)phenyl)-2-oxooxazolidin-5-yl)methyl)-5-chlorothiophene-2-carboxamide (1308815-09-9)

Guidance literature:

With carbon tetrabromide; triphenylphosphine; In dichloromethane; at 10 - 45 ℃; for 4h;

Reference yield:

1-(4-nitrophenyl)-1-cyclopropylcarbonitrile (408328-42-7) → N-((3-(4-(1-(bromomethyl)cyclopropyl)phenyl)-2-oxooxazolidin-5-yl)methyl)-5-chlorothiophene-2-carboxamide (1308815-09-9)

Guidance literature:

Multi-step reaction with 8 steps

1: sulfuric acid / 10 h / 26 °C / Reflux

2: tin(II) chloride hydrate / ethyl acetate / 4 h / 25 - 75 °C

3: ethanol / 15 h / 80 °C

4: chloroform / 3 h / 65 °C

5: methylamine / water; tetrahydrofuran / 15 h / 10 - 30 °C

6: pyridine / dichloromethane / 4 h / 10 - 30 °C

7: lithium borohydride / tetrahydrofuran / 15 h / 40 - 45 °C

8: carbon tetrabromide; triphenylphosphine / dichloromethane / 4 h / 10 - 45 °C

With pyridine; lithium borohydride; tin(II) chloride hydrate; carbon tetrabromide; sulfuric acid; triphenylphosphine; methylamine; In tetrahydrofuran; ethanol; dichloromethane; chloroform; water; ethyl acetate;

Reference yield:

ethyl 1-(4-aminophenyl)cyclopropanecarboxylate (1308814-99-4) → N-((3-(4-(1-(bromomethyl)cyclopropyl)phenyl)-2-oxooxazolidin-5-yl)methyl)-5-chlorothiophene-2-carboxamide (1308815-09-9)

Guidance literature:

Multi-step reaction with 6 steps

1: ethanol / 15 h / 80 °C

2: chloroform / 3 h / 65 °C

3: methylamine / water; tetrahydrofuran / 15 h / 10 - 30 °C

4: pyridine / dichloromethane / 4 h / 10 - 30 °C

5: lithium borohydride / tetrahydrofuran / 15 h / 40 - 45 °C

6: carbon tetrabromide; triphenylphosphine / dichloromethane / 4 h / 10 - 45 °C

With pyridine; lithium borohydride; carbon tetrabromide; triphenylphosphine; methylamine; In tetrahydrofuran; ethanol; dichloromethane; chloroform; water;

upstream raw materials:

phenylacetonitrile

1-cyano-1-phenylcyclopropane

1-(4-nitrophenyl)-1-cyclopropylcarbonitrile

ethyl 1-(4-aminophenyl)cyclopropanecarboxylate

Downstream raw materials:

5-chloro-N-((3-(4-(1-((dimethylamino)methyl)cyclopropyl)phenyl)-2-oxooxazolidin-5-yl)methyl)thiophene-2-carboxamide