Ethanethiol, 2-phthalimido-

Base Information

• Chemical Name: Ethanethiol, 2-phthalimido-
• CAS No.: 4490-75-9
• Molecular Formula: C10H9NO2S
• Molecular Weight: 207.253
• Hs Code.: 2930909090
• European Community (EC) Number: 811-474-0
• NSC Number: 62328
• UNII: B8AV0RD7ML
• DSSTox Substance ID: DTXSID40196335
• Nikkaji Number: J53.960K
• Wikidata: Q83069401
• Mol file: 4490-75-9.mol

Synonyms:4490-75-9;2-(2-Mercaptoethyl)isoindoline-1,3-dione;Ethanethiol, 2-phthalimido-;N-(2-Mercaptoethyl)phthalimide;Phthalimidoethanethiol;2-Phthalimidoethanethiol;2-(2-sulfanylethyl)isoindole-1,3-dione;1H-Isoindole-1,3(2H)-dione, 2-(2-mercaptoethyl)-;Phthalimide, N-(2-mercaptoethyl)-;NSC 62328;B8AV0RD7ML;BRN 0008026;MFCD00023091;NSC-62328;5-21-10-00325 (Beilstein Handbook Reference);propylpropionate;NSC62328;2-phthalimido-ethanethiol;UNII-B8AV0RD7ML;NCIOpen2_002684;SCHEMBL5820336;N-(2-mercaptoethyl) phthalimide;DTXSID40196335;AKOS015856603;AT29515;SB65955;1H-Isoindole-1, 2-(2-mercaptoethyl)-;BS-24996;LS-66083;2-(2-Sulfanylethyl)isoindoline-1,3-dione;2-(2-mercaptoethyl) isoindoline-1,3-dione;FT-0678643;2-(2-Sulfanylethyl)-1H-isoindole-1,3(2H)-dione;2-(2-Sulfanylethyl)-1H-isoindole-1,3(2H)-dione #;2-(2-MERCAPTOETHYL)-1H-ISOINDOLE-1,3(2H)-DIONE

Chemical Property of Ethanethiol, 2-phthalimido-

Chemical Property:

• Vapor Pressure: 6.64E-05mmHg at 25°C
• Boiling Point: 344.3°Cat760mmHg
• Flash Point: 162°C
• PSA: 76.18000
• Density: 1.344g/cm³
• LogP: 1.15030
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 207.03539970
• Heavy Atom Count: 14
• Complexity: 243

Purity/Quality:

98%min ^*data from raw suppliers

2-(2-Mercaptoethyl)isoindoline-1,3-dione ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C(=O)N(C2=O)CCS

Technology Process of Ethanethiol, 2-phthalimido-

There total 3 articles about Ethanethiol, 2-phthalimido- 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%

phthalic anhydride (85-44-9) + Cysteamine (60-23-1) → N-(2-mercaptoethyl)-phthalimide (4490-75-9)

Guidance literature:

With pyridine; In benzene; for 3h; Reflux;

DOI:10.1002/anie.201711277

Reference yield: 71.2%

phthalic anhydride (85-44-9) + 2-mercaptoethylamine hydrochloride (156-57-0) → N-(2-mercaptoethyl)-phthalimide (4490-75-9)

Guidance literature:

With pyridine; triethylamine; for 20h; Reflux; Inert atmosphere;

DOI:10.1007/s00044-021-02823-5

Reference yield:

phthaloyl cysteine (48165-80-6) → N-vinylphthalimide (3485-84-5,26809-43-8) + N-(2-mercaptoethyl)-phthalimide (4490-75-9)

Guidance literature:

In acetonitrile; at 15 ℃; for 24h; Product distribution; Irradiation; other solvents;

DOI:10.1016/S0040-4020(98)00063-5

upstream raw materials:

phthalic anhydride

Cysteamine

phthaloyl cysteine

2-mercaptoethylamine hydrochloride

Downstream raw materials:

2-{2-[(2E,6E)-3,7-Dimethyl-9-((1S,6R)-1,2,6-trimethyl-cyclohex-2-enyl)-nona-2,6-diene-1-sulfonyl]-ethyl}-isoindole-1,3-dione

Cysteamine

2-{2-[(2E,6E)-3,7-Dimethyl-9-((1S,6R)-1,2,6-trimethyl-cyclohex-2-enyl)-nona-2,6-dienylsulfanyl]-ethyl}-isoindole-1,3-dione

2-mercaptoethylamine hydrochloride

Refernces

• 1、 Chi, Chun-Lan,Xu, Lu,Li, Jun-Jie,Liu, Yang,Chen, Bao-Quan. "Synthesis, antiproliferative, and antimicrobial properties of novel phthalimide derivatives". . p. 120 - 131. Retrieved 2021/11/30.
• 2、 Biswas, Souvagya,Kubota, Koji,Orlandi, Manuel,Turberg, Mathias,Miles, Dillon H.,Sigman, Matthew S.,Toste, F. Dean. "Enantioselective Synthesis of N,S-Acetals by an Oxidative Pummerer-Type Transformation using Phase-Transfer Catalysis". supporting information. p. 589 - 593. Retrieved 2018/02/21.