5-benzoyl-3-bromo-6-chloro-4-methylthiopicolinonitrile

Base Information

Chemical Name:5-benzoyl-3-bromo-6-chloro-4-methylthiopicolinonitrile
CAS No.:1290059-08-3
Molecular Formula:C₁₄H₈BrClN₂OS
Molecular Weight:367.653
Hs Code.:

Synonyms:5-benzoyl-3-bromo-6-chloro-4-methylthiopicolinonitrile

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Chemical Property of 5-benzoyl-3-bromo-6-chloro-4-methylthiopicolinonitrile

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Technology Process of 5-benzoyl-3-bromo-6-chloro-4-methylthiopicolinonitrile

There total 3 articles about 5-benzoyl-3-bromo-6-chloro-4-methylthiopicolinonitrile 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: 61.0%

: 1290059-07-2
3-bromo-6-chloro-4-methylthiopicolinonitrile

: 98-88-4
benzoyl chloride

: 1290059-08-3
5-benzoyl-3-bromo-6-chloro-4-methylthiopicolinonitrile

Guidance literature:: 3-bromo-6-chloro-4-methylthiopicolinonitrile; With 2,2,6,6-tetramethylpiperidinylmagnesium chloride lithium chloride complex; In tetrahydrofuran; at -20 ℃; for 4h; Inert atmosphere;

With copper(I) cyanide di(lithium chloride); In tetrahydrofuran; at -20 ℃; for 0.25h; Inert atmosphere;

benzoyl chloride; In tetrahydrofuran; at 25 ℃; for 14h; Inert atmosphere;
DOI:10.1021/ol200563j

Reference yield:

: 53939-30-3
5-bromo-2-chloropyridine

: 1290059-08-3
5-benzoyl-3-bromo-6-chloro-4-methylthiopicolinonitrile

Guidance literature:: Multi-step reaction with 3 steps

1.1: tetrahydrofuran / 0.5 h / 25 °C / Inert atmosphere

2.1: 2,2,6,6-tetramethylpiperidinylmagnesium chloride lithium chloride complex / tetrahydrofuran / 0.17 h / -78 °C / Inert atmosphere

2.2: 0.83 h / 25 °C / Inert atmosphere

3.1: 2,2,6,6-tetramethylpiperidinylmagnesium chloride lithium chloride complex / tetrahydrofuran / 4 h / -20 °C / Inert atmosphere

3.2: 0.25 h / -20 °C / Inert atmosphere

3.3: 14 h / 25 °C / Inert atmosphere

With 2,2,6,6-tetramethylpiperidinylmagnesium chloride lithium chloride complex; In tetrahydrofuran;
DOI:10.1021/ol200563j

Reference yield:

: 1053659-39-4
3-bromo-6-chloropyridine-2-carbonitrile

: 1290059-08-3
5-benzoyl-3-bromo-6-chloro-4-methylthiopicolinonitrile

Guidance literature:: Multi-step reaction with 2 steps

1.1: 2,2,6,6-tetramethylpiperidinylmagnesium chloride lithium chloride complex / tetrahydrofuran / 0.17 h / -78 °C / Inert atmosphere

1.2: 0.83 h / 25 °C / Inert atmosphere

2.1: 2,2,6,6-tetramethylpiperidinylmagnesium chloride lithium chloride complex / tetrahydrofuran / 4 h / -20 °C / Inert atmosphere

2.2: 0.25 h / -20 °C / Inert atmosphere

2.3: 14 h / 25 °C / Inert atmosphere

With 2,2,6,6-tetramethylpiperidinylmagnesium chloride lithium chloride complex; In tetrahydrofuran;
DOI:10.1021/ol200563j