4-[(1,1-dioxo-2,3-dihydro-1λ⁶,2-benzothiazol-2-yl)methyl]-N-(furan-2-ylmethyl)benzamide

Base Information

• Chemical Name: 4-[(1,1-dioxo-2,3-dihydro-1λ⁶,2-benzothiazol-2-yl)methyl]-N-(furan-2-ylmethyl)benzamide
• CAS No.: 1612763-32-2
• Molecular Formula: C₂₀H₁₈N₂O₄S
• Molecular Weight: 382.44

Synonyms:4-[(1,1-dioxo-2,3-dihydro-1λ⁶,2-benzothiazol-2-yl)methyl]-N-(furan-2-ylmethyl)benzamide

Chemical Property of 4-[(1,1-dioxo-2,3-dihydro-1λ⁶,2-benzothiazol-2-yl)methyl]-N-(furan-2-ylmethyl)benzamide

Chemical Property:

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Technology Process of 4-[(1,1-dioxo-2,3-dihydro-1λ⁶,2-benzothiazol-2-yl)methyl]-N-(furan-2-ylmethyl)benzamide

There total 6 articles about 4-[(1,1-dioxo-2,3-dihydro-1λ⁶,2-benzothiazol-2-yl)methyl]-N-(furan-2-ylmethyl)benzamide 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: 92.0%

tert-Butyl N-{4-[(1,1-dioxo-2,3-dihydro-1λ6,2-benzothiazol-2-yl)methyl]benzoyl}-N-(furan-2-ylmethyl)carbamate (1612763-31-1) → 4-[(1,1-dioxo-2,3-dihydro-1λ6,2-benzothiazol-2-yl)methyl]-N-(furan-2-ylmethyl)benzamide (1612763-32-2)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 1h;

DOI:10.1021/jm500409k

Reference yield:

saccharin (81-07-2) → 4-[(1,1-dioxo-2,3-dihydro-1λ6,2-benzothiazol-2-yl)methyl]-N-(furan-2-ylmethyl)benzamide (1612763-32-2)

Guidance literature:

Multi-step reaction with 3 steps

1.1: lithium aluminium tetrahydride / tetrahydrofuran

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

2.2: 17.08 h / 0 - 70 °C

3.1: trifluoroacetic acid / dichloromethane / 1 h / 20 °C

With lithium aluminium tetrahydride; sodium hydride; trifluoroacetic acid; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; mineral oil;

DOI:10.1021/jm500409k

Reference yield:

furan-2-ylmethanamine (617-89-0) → 4-[(1,1-dioxo-2,3-dihydro-1λ6,2-benzothiazol-2-yl)methyl]-N-(furan-2-ylmethyl)benzamide (1612763-32-2)

Guidance literature:

Multi-step reaction with 4 steps

1.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 24.5 h / 0 - 20 °C

2.1: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 24 h / 20 °C

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

3.2: 17.08 h / 0 - 70 °C

4.1: trifluoroacetic acid / dichloromethane / 1 h / 20 °C

With sodium hydride; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; mineral oil;

DOI:10.1021/jm500409k

upstream raw materials:

2,3-dihydro-1,2-benzisothiazole 1,1-dioxide

tert-butyl N-[4-(chloromethyl)benzoyl]-N-(furan-2-ylmethyl)carbamate

saccharin

tert-Butyl N-{4-[(1,1-dioxo-2,3-dihydro-1λ⁶,2-benzothiazol-2-yl)methyl]benzoyl}-N-(furan-2-ylmethyl)carbamate

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