Thiourea, N-[[4-[2-(1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)ethoxy]-3-methoxyphen yl]methyl]-N'-[[4-(1,1-dimethylethyl)phenyl]methyl]-

Base Information

• Chemical Name: Thiourea, N-[[4-[2-(1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)ethoxy]-3-methoxyphen yl]methyl]-N'-[[4-(1,1-dimethylethyl)phenyl]methyl]-
• CAS No.: 139693-29-1
• Molecular Formula: C30H33N3O4S
• Molecular Weight: 531.676
• Mol file: 139693-29-1.mol

Synonyms:

Chemical Property of Thiourea, N-[[4-[2-(1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)ethoxy]-3-methoxyphen yl]methyl]-N'-[[4-(1,1-dimethylethyl)phenyl]methyl]-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Thiourea, N-[[4-[2-(1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)ethoxy]-3-methoxyphen yl]methyl]-N'-[[4-(1,1-dimethylethyl)phenyl]methyl]-

There total 6 articles about Thiourea, N-[[4-[2-(1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)ethoxy]-3-methoxyphen yl]methyl]-N'-[[4-(1,1-dimethylethyl)phenyl]methyl]- 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: 97.0%

4-(1,1-dimethylethyl)-benzenemethanamine (39895-55-1) + 4-(2-phthalimidoethoxy)-3-methoxybenzylisothiocyanate (139693-27-9) → 1-(4-tert-Butyl-benzyl)-3-{4-[2-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-ethoxy]-3-methoxy-benzyl}-thiourea (139693-29-1)

Guidance literature:

With triethylamine; In tetrahydrofuran;

DOI:10.1021/jm960512h

Reference yield:

vanillylamine hydrochloride (7149-10-2) → 1-(4-tert-Butyl-benzyl)-3-{4-[2-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-ethoxy]-3-methoxy-benzyl}-thiourea (139693-29-1)

Guidance literature:

Multi-step reaction with 6 steps

1: 89 percent / Et₃N / H₂O; dioxane / Ambient temperature

2: 77 percent / 40percent aq. KOH, 40percent aq. tetrabutylammonium hydroxide / 3 h / 50 °C

3: 97 percent / dimethylformamide / 2 h / 50 °C

4: 90 percent / CH₂Cl₂ / 2 h / Ambient temperature

5: 67 percent / aq. NaOH / CH₂Cl₂ / 0.5 h

6: 97 percent / Et₃N / tetrahydrofuran

With potassium hydroxide; sodium hydroxide; tetra(n-butyl)ammonium hydroxide; triethylamine; In tetrahydrofuran; 1,4-dioxane; dichloromethane; water; N,N-dimethyl-formamide;

DOI:10.1021/jm960512h

Reference yield:

(4-hydroxy-3-methoxybenzyl)carbamic acid tert-butyl ester (130972-89-3) → 1-(4-tert-Butyl-benzyl)-3-{4-[2-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-ethoxy]-3-methoxy-benzyl}-thiourea (139693-29-1)

Guidance literature:

Multi-step reaction with 5 steps

1: 77 percent / 40percent aq. KOH, 40percent aq. tetrabutylammonium hydroxide / 3 h / 50 °C

2: 97 percent / dimethylformamide / 2 h / 50 °C

3: 90 percent / CH₂Cl₂ / 2 h / Ambient temperature

4: 67 percent / aq. NaOH / CH₂Cl₂ / 0.5 h

5: 97 percent / Et₃N / tetrahydrofuran

With potassium hydroxide; sodium hydroxide; tetra(n-butyl)ammonium hydroxide; triethylamine; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jm960512h

upstream raw materials:

4-(1,1-dimethylethyl)-benzenemethanamine

4-(2-phthalimidoethoxy)-3-methoxybenzylisothiocyanate

vanillylamine hydrochloride

(4-hydroxy-3-methoxybenzyl)carbamic acid tert-butyl ester

Refernces