N-{3-[1-(4-bromophenyl)cyclobutyl]-[1,2,4]oxadiazol-5-yl}methanesulfonamide

Base Information

Chemical Name:N-{3-[1-(4-bromophenyl)cyclobutyl]-[1,2,4]oxadiazol-5-yl}methanesulfonamide
CAS No.:1361189-65-2
Molecular Formula:C₁₃H₁₄BrN₃O₃S
Molecular Weight:372.242
Hs Code.:

Synonyms:N-{3-[1-(4-bromophenyl)cyclobutyl]-[1,2,4]oxadiazol-5-yl}methanesulfonamide

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of N-{3-[1-(4-bromophenyl)cyclobutyl]-[1,2,4]oxadiazol-5-yl}methanesulfonamide

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Technology Process of N-{3-[1-(4-bromophenyl)cyclobutyl]-[1,2,4]oxadiazol-5-yl}methanesulfonamide

There total 5 articles about N-{3-[1-(4-bromophenyl)cyclobutyl]-[1,2,4]oxadiazol-5-yl}methanesulfonamide 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: 34.0%

: 1361189-63-0
3-[1-(4-bromophenyl)cyclobutyl]-[1,2,4]oxadiazol-5-ylamine

: 124-63-0
methanesulfonyl chloride

: 1361189-65-2
N-{3-[1-(4-bromophenyl)cyclobutyl]-[1,2,4]oxadiazol-5-yl}methanesulfonamide

Guidance literature:: With pyridine; In dichloromethane; at 0 - 50 ℃; for 9h; Inert atmosphere;
DOI:10.1021/jm501185j

Reference yield:

: 16532-79-9
4-Bromophenylacetonitrile

: 1361189-65-2
N-{3-[1-(4-bromophenyl)cyclobutyl]-[1,2,4]oxadiazol-5-yl}methanesulfonamide

Guidance literature:: Multi-step reaction with 5 steps

1.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.25 h / 0 °C / Inert atmosphere

1.2: 16 h / 0 - 20 °C / Inert atmosphere

2.1: hydroxylamine / ethanol; water / 16 h / 80 °C / Inert atmosphere

3.1: toluene / 2 h / 110 °C / Inert atmosphere

4.1: ammonium hydroxide / N,N-dimethyl-formamide; water / 0.5 h / 20 °C / Inert atmosphere

5.1: pyridine / dichloromethane / 9 h / 0 - 50 °C / Inert atmosphere

With pyridine; ammonium hydroxide; hydroxylamine; sodium hydride; In ethanol; dichloromethane; water; N,N-dimethyl-formamide; toluene; mineral oil;
DOI:10.1021/jm501185j

Reference yield:

: 485828-58-8
1-(4- bromophenyl)cyclobutane-1-carbonitrile

: 1361189-65-2
N-{3-[1-(4-bromophenyl)cyclobutyl]-[1,2,4]oxadiazol-5-yl}methanesulfonamide

Guidance literature:: Multi-step reaction with 4 steps

1: hydroxylamine / ethanol; water / 16 h / 80 °C / Inert atmosphere

2: toluene / 2 h / 110 °C / Inert atmosphere

3: ammonium hydroxide / N,N-dimethyl-formamide; water / 0.5 h / 20 °C / Inert atmosphere

4: pyridine / dichloromethane / 9 h / 0 - 50 °C / Inert atmosphere

With pyridine; ammonium hydroxide; hydroxylamine; In ethanol; dichloromethane; water; N,N-dimethyl-formamide; toluene;
DOI:10.1021/jm501185j