3-(3,4-dimethoxyphenylethyl)-9-methyl-3,4,6,10b-tetrahydro-1H-[1,2,4]thiadiazino[5,4-a]isoindole 2,2-dioxide

Base Information

• Chemical Name: 3-(3,4-dimethoxyphenylethyl)-9-methyl-3,4,6,10b-tetrahydro-1H-[1,2,4]thiadiazino[5,4-a]isoindole 2,2-dioxide
• CAS No.: 1410131-10-0
• Molecular Formula: C₂₁H₂₆N₂O₄S
• Molecular Weight: 402.514
• Mol file: 1410131-10-0.mol

Synonyms:3-(3,4-dimethoxyphenylethyl)-9-methyl-3,4,6,10b-tetrahydro-1H-[1,2,4]thiadiazino[5,4-a]isoindole 2,2-dioxide

Chemical Property of 3-(3,4-dimethoxyphenylethyl)-9-methyl-3,4,6,10b-tetrahydro-1H-[1,2,4]thiadiazino[5,4-a]isoindole 2,2-dioxide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-(3,4-dimethoxyphenylethyl)-9-methyl-3,4,6,10b-tetrahydro-1H-[1,2,4]thiadiazino[5,4-a]isoindole 2,2-dioxide

There total 5 articles about 3-(3,4-dimethoxyphenylethyl)-9-methyl-3,4,6,10b-tetrahydro-1H-[1,2,4]thiadiazino[5,4-a]isoindole 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: 58.0%

Chloromethyl pivalate (18997-19-8) + C20H26N2O4S → 3-(3,4-dimethoxyphenylethyl)-9-methyl-3,4,6,10b-tetrahydro-1H-[1,2,4]thiadiazino[5,4-a]isoindole 2,2-dioxide (1410131-10-0)

Guidance literature:

With 1,8-diazabicyclo[5.4.0]undec-7-ene; In N,N-dimethyl-formamide; at 100 ℃; under 3878.71 Torr; Microwave irradiation;

DOI:10.1055/s-0031-1289791

Reference yield:

tert-butyl (2-bromo-4-methylbenzyl)carbamate (1293324-03-4) → 3-(3,4-dimethoxyphenylethyl)-9-methyl-3,4,6,10b-tetrahydro-1H-[1,2,4]thiadiazino[5,4-a]isoindole 2,2-dioxide (1410131-10-0)

Guidance literature:

Multi-step reaction with 4 steps

1: palladium diacetate; triethylamine; triphenylphosphine / N,N-dimethyl-formamide / 0.08 h / 180 °C / Microwave irradiation

2: 1,8-diazabicyclo[5.4.0]undec-7-ene / N,N-dimethyl-formamide / 110 °C / 3878.71 Torr / Microwave irradiation

3: toluene-4-sulfonic acid / N,N-dimethyl-formamide / 135 °C / 3878.71 Torr / Microwave irradiation

4: 1,8-diazabicyclo[5.4.0]undec-7-ene / N,N-dimethyl-formamide / 100 °C / 3878.71 Torr / Microwave irradiation

With palladium diacetate; toluene-4-sulfonic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; triphenylphosphine; In N,N-dimethyl-formamide; 1: Heck reaction / 2: Aza-Michael cyclization;

DOI:10.1055/s-0031-1289791

Reference yield:

C25H34N2O6S → 3-(3,4-dimethoxyphenylethyl)-9-methyl-3,4,6,10b-tetrahydro-1H-[1,2,4]thiadiazino[5,4-a]isoindole 2,2-dioxide (1410131-10-0)

Guidance literature:

Multi-step reaction with 2 steps

1: toluene-4-sulfonic acid / N,N-dimethyl-formamide / 135 °C / 3878.71 Torr / Microwave irradiation

2: 1,8-diazabicyclo[5.4.0]undec-7-ene / N,N-dimethyl-formamide / 100 °C / 3878.71 Torr / Microwave irradiation

With toluene-4-sulfonic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; In N,N-dimethyl-formamide;

DOI:10.1055/s-0031-1289791

upstream raw materials:

tert-butyl (2-bromo-4-methylbenzyl)carbamate

Chloromethyl pivalate

C₂₅H₃₄N₂O₆S

C₁₂H₁₇NO₄S