1-[(E)-3-cyanocinnamyl]-6-[(4-piperidyl)oxy]-1H-2,1,3-benzothiadiazin-4(3H)-one 2,2-dioxide

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Chemical Name:1-[(E)-3-cyanocinnamyl]-6-[(4-piperidyl)oxy]-1H-2,1,3-benzothiadiazin-4(3H)-one 2,2-dioxide
CAS No.:233281-64-6
Molecular Formula:C₂₂H₂₂N₄O₄S
Molecular Weight:438.507
Hs Code.:

Synonyms:1-[(E)-3-cyanocinnamyl]-6-[(4-piperidyl)oxy]-1H-2,1,3-benzothiadiazin-4(3H)-one 2,2-dioxide

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Chemical Property of 1-[(E)-3-cyanocinnamyl]-6-[(4-piperidyl)oxy]-1H-2,1,3-benzothiadiazin-4(3H)-one 2,2-dioxide

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Technology Process of 1-[(E)-3-cyanocinnamyl]-6-[(4-piperidyl)oxy]-1H-2,1,3-benzothiadiazin-4(3H)-one 2,2-dioxide

There total 5 articles about 1-[(E)-3-cyanocinnamyl]-6-[(4-piperidyl)oxy]-1H-2,1,3-benzothiadiazin-4(3H)-one 2,2-dioxide 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: 86.0%

: 233281-63-5
methyl 5-[(1-tert-butoxycarbonyl-4-piperidyl)oxy]-N-(tert-butoxycarbonylsulfamoyl)-N-[(E)-3-cyanocinnamyl]anthranilate

: 233281-64-6
1-[(E)-3-cyanocinnamyl]-6-[(4-piperidyl)oxy]-1H-2,1,3-benzothiadiazin-4(3H)-one 2,2-dioxide

Guidance literature:: methyl 5-[(1-tert-butoxycarbonyl-4-piperidyl)oxy]-N-(tert-butoxycarbonylsulfamoyl)-N-[(E)-3-cyanocinnamyl]anthranilate; With trifluoroacetic acid; In dichloromethane; at 3 ℃; for 1h;

With sodium ethanolate; In ethanol; at 3 ℃; for 3.33333h;
DOI:10.1016/S0968-0896(02)00462-5

Reference yield:

: 1882-72-0
methyl 2-amino-5-hydroxybenzoate

: 233281-64-6
1-[(E)-3-cyanocinnamyl]-6-[(4-piperidyl)oxy]-1H-2,1,3-benzothiadiazin-4(3H)-one 2,2-dioxide

Guidance literature:: Multi-step reaction with 4 steps

1.1: 41 percent / PPh₃; DEAD / tetrahydrofuran / 96 h / 20 °C

2.1: 99 percent / NaB(OAc)3H / CH₂Cl₂; acetic acid / 14 h / 20 °C

3.1: 99 percent / pyridine / 1 h / 20 °C

4.1: CF₃COOH / CH₂Cl₂ / 1 h / 3 °C

4.2: 86 percent / NaOEt / ethanol / 3.33 h / 3 °C

With sodium tris(acetoxy)borohydride; triphenylphosphine; trifluoroacetic acid; diethylazodicarboxylate; In tetrahydrofuran; pyridine; dichloromethane; acetic acid; 1.1: Mitsunobu condensation;
DOI:10.1016/S0968-0896(02)00462-5

Reference yield:

: 109384-19-2
t-butyl 4-hydroxy piperidine-1-carboxylate

: 233281-64-6
1-[(E)-3-cyanocinnamyl]-6-[(4-piperidyl)oxy]-1H-2,1,3-benzothiadiazin-4(3H)-one 2,2-dioxide

Guidance literature:: Multi-step reaction with 4 steps

1.1: 41 percent / PPh₃; DEAD / tetrahydrofuran / 96 h / 20 °C

2.1: 99 percent / NaB(OAc)3H / CH₂Cl₂; acetic acid / 14 h / 20 °C

3.1: 99 percent / pyridine / 1 h / 20 °C

4.1: CF₃COOH / CH₂Cl₂ / 1 h / 3 °C

4.2: 86 percent / NaOEt / ethanol / 3.33 h / 3 °C

With sodium tris(acetoxy)borohydride; triphenylphosphine; trifluoroacetic acid; diethylazodicarboxylate; In tetrahydrofuran; pyridine; dichloromethane; acetic acid; 1.1: Mitsunobu condensation;
DOI:10.1016/S0968-0896(02)00462-5