N-[2-[2-(1',3'-dioxo-1',3'-dihyro-(2'H)-isoindole-2'-ylmethyl)]-1,3,4-thiadiazol-5-yl](2''-chlorobenzylidene)imine

Base Information

• Chemical Name: N-[2-[2-(1',3'-dioxo-1',3'-dihyro-(2'H)-isoindole-2'-ylmethyl)]-1,3,4-thiadiazol-5-yl](2''-chlorobenzylidene)imine
• CAS No.: 1304504-00-4
• Molecular Formula: C₁₈H₁₁ClN₄O₂S
• Molecular Weight: 382.83
• Mol file: 1304504-00-4.mol

Synonyms:

Chemical Property of N-[2-[2-(1',3'-dioxo-1',3'-dihyro-(2'H)-isoindole-2'-ylmethyl)]-1,3,4-thiadiazol-5-yl](2''-chlorobenzylidene)imine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-[2-[2-(1',3'-dioxo-1',3'-dihyro-(2'H)-isoindole-2'-ylmethyl)]-1,3,4-thiadiazol-5-yl](2''-chlorobenzylidene)imine

There total 4 articles about N-[2-[2-(1',3'-dioxo-1',3'-dihyro-(2'H)-isoindole-2'-ylmethyl)]-1,3,4-thiadiazol-5-yl](2''-chlorobenzylidene)imine 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: 71.0%

2-(1,3-dioxo-1,3-dihydro-(2H)-isoindole-2-ylmethyl)-5-amino-1,3,4-thiadiazole + 2-chloro-benzaldehyde (89-98-5) → N-[2-[2-(1',3'-dioxo-1',3'-dihyro-(2'H)-isoindole-2'-ylmethyl)]-1,3,4-thiadiazol-5-yl](2''-chlorobenzylidene)imine (1304504-00-4)

Guidance literature:

With sodium acetate; acetic acid; for 6h; Reflux;

DOI:10.1155/2011/726315

Reference yield:

phthalic anhydride (85-44-9) → N-[2-[2-(1',3'-dioxo-1',3'-dihyro-(2'H)-isoindole-2'-ylmethyl)]-1,3,4-thiadiazol-5-yl](2''-chlorobenzylidene)imine (1304504-00-4)

Guidance literature:

Multi-step reaction with 4 steps

1: 0.25 h / 180 - 185 °C

2: thionyl chloride / 15 h / Reflux

3: trichlorophosphate / 3 h / Reflux

4: sodium acetate; acetic acid / 6 h / Reflux

With thionyl chloride; sodium acetate; acetic acid; trichlorophosphate;

DOI:10.1155/2011/726315

Reference yield:

N-phthaloylglycine methyl ester (23244-58-8) → N-[2-[2-(1',3'-dioxo-1',3'-dihyro-(2'H)-isoindole-2'-ylmethyl)]-1,3,4-thiadiazol-5-yl](2''-chlorobenzylidene)imine (1304504-00-4)

Guidance literature:

Multi-step reaction with 2 steps

1: trichlorophosphate / 3 h / Reflux

2: sodium acetate; acetic acid / 6 h / Reflux

With sodium acetate; acetic acid; trichlorophosphate;

DOI:10.1155/2011/726315

upstream raw materials:

phthalic anhydride

N-phthaloylglycine

N-phthaloylglycine methyl ester

2-chloro-benzaldehyde