2-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)ethanethioamide

Base Information

• Chemical Name: 2-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)ethanethioamide
• CAS No.: 172261-05-1
• Molecular Formula: C10H8N2O2S
• Molecular Weight: 220.252
• Mol file: 172261-05-1.mol

Synonyms:phthalimido-thioacetamide;(phthalimido-2-yl)thioacetamide;N,N-phthaloyl-thioglycine amide;phthalimidothioacetamide;N,N-Phthaloyl-thioglycin-amid;2-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)ethanethioamide;2-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-thioacetamide;

Chemical Property of 2-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)ethanethioamide

Chemical Property:

• Melting Point: 168 - 170 °C (H2O)
• PSA: 95.49000
• LogP: 1.20690

Purity/Quality:

99% ^*data from raw suppliers

2-(1,3-Dioxo-1,3-dihydro-2H-isoindol-2-yl)ethanethioamide ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36
• Safety Statements: 26

MSDS Files:

Useful:

Technology Process of 2-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)ethanethioamide

There total 4 articles about 2-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)ethanethioamide 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: 88.0%

N-(cyanomethyl)phthalimide (3842-20-4) → 2-(1,3-dioxoisoindolin-2-yl)thioacetamide (172261-05-1)

Guidance literature:

With hydrogenchloride; O,O-Diethyl hydrogen phosphorodithioate; In tetrahydrofuran; ethyl acetate; at 15 - 20 ℃; for 12h; Temperature;

Reference yield: 51.0%

N-(cyanomethyl)phthalimide (3842-20-4) + O,O-Diethyl hydrogen phosphorodithioate (298-06-6) → 2-(1,3-dioxoisoindolin-2-yl)thioacetamide (172261-05-1)

Guidance literature:

With hydrogenchloride; In tetrahydrofuran; ethyl acetate; at 20 ℃; for 5h;

Reference yield:

phthalic anhydride (85-44-9) → 2-(1,3-dioxoisoindolin-2-yl)thioacetamide (172261-05-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 100 percent / Et₃N / CHCl₃ / 6 h / Heating

2: 2.29 g / diethyldithiophosphate; 4N HCl / ethyl acetate / 6 h / 20 °C

With hydrogenchloride; O,O-Diethyl hydrogen phosphorodithioate; triethylamine; In chloroform; ethyl acetate;

DOI:10.1016/S0968-0896(02)00557-6

upstream raw materials:

N-(cyanomethyl)phthalimide

phthalic anhydride

O,O-Diethyl hydrogen phosphorodithioate

Downstream raw materials:

2-[[4-(3-chlorophenyl)thiazol-2-yl]methyl]isoindoline-1,3-dione

2-{[4-(2-fluorophenyl)-5-(phenylthio)-1,3-thiazol-2-yl]methyl}-1H-isoindole-1,3(2H)-dione

2-{[4-phenyl-5-(phenylthio)-1,3-thiazol-2-yl]methyl}-1H-isoindole-1,3(2H)-dione

Refernces

• 1、 -. "2-(aminomethyl)thiazolyl-5-nitrile and synthesis method thereof". Paragraph 0008; 0025; 0028-0029; 0042; 0045-0046; 0059; 0062. . Retrieved 2020/11/12.
• 2、 -. "5-Membered heterocyclic compound". Page/Page column 41. . Retrieved 2009/07/03.