1,3-Dihydro-1,3-dioxo-2H-isoindole-2-propionyl chloride

Base Information

• Chemical Name: 1,3-Dihydro-1,3-dioxo-2H-isoindole-2-propionyl chloride
• CAS No.: 17137-11-0
• Molecular Formula: C11H8 Cl N O3
• Molecular Weight: 237.642
• Hs Code.: 2925190090
• European Community (EC) Number: 241-195-4
• UNII: Q8D9N4EZF3
• DSSTox Substance ID: DTXSID30169073
• Nikkaji Number: J307.695D
• Wikidata: Q83038727
• Mol file: 17137-11-0.mol

Synonyms:17137-11-0;1-(2-Phthalimidopropionyl)chloride;3-(1,3-dioxoisoindol-2-yl)propanoyl chloride;1,3-Dihydro-1,3-dioxo-2H-isoindole-2-propionyl chloride;3-(1,3-Dioxoisoindolin-2-yl)propanoyl chloride;Q8D9N4EZF3;EINECS 241-195-4;MFCD00023095;beta-phthalimidopropionic acid chloride;3-(1,3-dioxo-2,3-dihydro-1H-isoindol-2-yl)propanoyl chloride;3-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-propionyl chloride, tech grade;3-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-propionyl chloride;2h-isoindole-2-propanoyl chloride, 1,3-dihydro-1,3-dioxo-;UNII-Q8D9N4EZF3;SCHEMBL3756580;beta-phthalimidopropionyl chloride;DTXSID30169073;3-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)propanoyl chloride;3-Phthalimidylpropanoic acid chloride;AKOS005141638;SB64320;FT-0685101;EN300-96339;3-(1,3-Dioxoisoindolin-2-yl)propanoylchloride;A881931;J-503061;F1967-6730;3-(1,3-Dioxo-1,3-dihydroisoindol-2-yl)propanyl chloride;1,3-DIHYDRO-1,3-DIOXO-2H-ISOINDOLE-2-PROPANOYL CHLORIDE;3-(1,3-Dioxo-1,3-dihydro-2H-isoindol-2-yl)propanoyl chloride, AldrichCPR;3-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-propionyl chloride, rech grade

Chemical Property of 1,3-Dihydro-1,3-dioxo-2H-isoindole-2-propionyl chloride

Chemical Property:

• Vapor Pressure: 1.2E-05mmHg at 25°C
• Melting Point: 107-108 °C
• Boiling Point: 369.3°Cat760mmHg
• PKA: -2.29±0.20(Predicted)
• Flash Point: 177.1°C
• PSA: 54.45000
• Density: 1.438g/cm³
• LogP: 1.37600
• XLogP3: 2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 237.0192708
• Heavy Atom Count: 16
• Complexity: 318

Purity/Quality:

95%+ ^*data from raw suppliers

3-PhthalimidopropanoylChloride(TechnicalGrade) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T
• Hazard Codes: T
• Statements: 25
• Safety Statements: 45

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 1,3-Dihydro-1,3-dioxo-2H-isoindole-2-propionyl chloride

There total 12 articles about 1,3-Dihydro-1,3-dioxo-2H-isoindole-2-propionyl chloride 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: 100.0%

3-phthalimidopropanoic acid (3339-73-9) → 3-phthalimidopropionyl chloride (17137-11-0)

Guidance literature:

With thionyl chloride;

DOI:10.1080/07328319808004742

Reference yield:

phthalic anhydride (85-44-9) → 3-phthalimidopropionyl chloride (17137-11-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 100 percent / 6 h / 170 °C

2: 100 percent / oxalyl chloride / CH₂Cl₂ / 6 h / Heating

With oxalyl dichloride; In dichloromethane;

DOI:10.1002/ejoc.200601067

Reference yield:

phthalic anhydride (85-44-9) → 3-phthalimidopropionyl chloride (17137-11-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 91 percent / Et₃N / toluene / 2 h / Heating

2: SOCl₂ / 1 h / Heating

With thionyl chloride; triethylamine; In toluene;

DOI:10.1002/1521-4184(200110)334:10<323::AID-ARDP323>3.0.CO;2-O

upstream raw materials:

3-phthalimidopropanoic acid

phthalic anhydride

glycine

3-amino propanoic acid

Downstream raw materials:

bis-{2-[(N,N-phthaloyl-β-alanyl)-amino]-ethyl}-disulfide

(+/-)-N,N-phthaloyl-β-alanine-menthyl ester

N,N-phthaloyl-β-alanine-(2-benzylmercapto-ethylamide)

N,N-phthaloyl-β-alanine-((1R)-menthyl ester)

Refernces

• 1、 Krauser,Watterson. "-". . p. 2026,2028. Retrieved 1978.
• 2、 Kanai, Karoly,Podanyi, Benjamin,Bokotey, Sandor,Hajdu, Felix,Hermecz, Istvan. "Stereoselective sulfoxide formation from a thioproline derivative". . p. 491 - 495. Retrieved 2002.
• 3、 Flavell, Robert R.,Liu, Jianbo,Parker, Matthew F. L.,Toste, F. Dean,Wang, Sinan,Wilson, David M.. "Synthesis of N-trifluoromethyl amides from carboxylic acids". supporting information. p. 2245 - 2255. Retrieved 2021/08/12.
• 4、 Obushak, M. D.,Pokhodylo, N. T.,Shyyka, O. Ya.. "A Convenient One-Pot Synthesis of 1,5-Disubstituted Tetrazoles Containing an Amino or a Carboxy Group". . p. 802 - 812. Retrieved 2020/07/03.