Phthalimidoacetyl chloride

Base Information

• Chemical Name: Phthalimidoacetyl chloride
• CAS No.: 6780-38-7
• Molecular Formula: C10H6ClNO3
• Molecular Weight: 223.616
• Hs Code.: 2925190090
• European Community (EC) Number: 229-840-8
• NSC Number: 401729
• UNII: H5HB2C3TVJ
• DSSTox Substance ID: DTXSID10218053
• Nikkaji Number: J298.108D
• Wikidata: Q72499390
• Mol file: 6780-38-7.mol

Synonyms:6780-38-7;Phthalylglycyl chloride;Phthalimidoacetyl chloride;2-(1,3-Dioxoisoindolin-2-yl)acetyl chloride;Phthalyl-glycyl chloride;2-(1,3-dioxoisoindol-2-yl)acetyl chloride;(1,3-Dioxo-1,3-dihydro-2H-isoindol-2-yl)-acetyl chloride;(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)acetyl chloride;MFCD00192872;2H-Isoindole-2-acetyl chloride, 1,3-dihydro-1,3-dioxo-;1,3-Dihydro-1,3-dioxo-2H-isoindole-2-acetyl chloride;EINECS 229-840-8;Phthalimide acetyl chloride;2-phthalimidoacetyl chloride;BRN 0183000;2-(1,3-Dioxo-2,3-Dihydro-1H-Isoindol-2-Yl)Acetyl Chloride;NSC-401729;5-21-10-00440 (Beilstein Handbook Reference);1,3-Dioxoisoindoline-2-acetyl Chloride;n-phthaloylglycyl chloride;H5HB2C3TVJ;Phthalylglycine acid chloride;phthalimidoacetic acid chloride;Phthalylglycyl chloride, 96%;SCHEMBL252198;alpha-Phthalimidoacetyl Chloride;Phthalimidylacetic acid chloride;DTXSID10218053;NSC401729;AKOS005141601;NSC 401729;SB66149;1,3-Dioxo-2-isoindolineacetyl chloride;LS-84489;SY083619;2-Isoindolineacetyl chloride, 1,3-dioxo-;2-(1,3-Dioxoisoindolin-2-yl)acetylchloride;BB 0218601;FT-0649161;2-(1,3-dioxoisoindolin-2-yl)acetic chloride;EN300-114697;F20509;A835888;W-104702;(1,3-Dioxo-1,3-dihydroisoindol-2-yl)acetyl chloride;2H-Isoindole-2-acetyl chloride,3-dihydro-1,3-dioxo-;(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-acetyl chloride;F2146-0396

Chemical Property of Phthalimidoacetyl chloride

Chemical Property:

• Appearance/Colour: slight yellow to white crystalline powder
• Vapor Pressure: 7.14E-05mmHg at 25°C
• Melting Point: 84-85 °C
• Refractive Index: 1.614
• Boiling Point: 343.2 °C at 760 mmHg
• PKA: -2.56±0.20(Predicted)
• Flash Point: 161.4 °C
• PSA: 54.45000
• Density: 1.504 g/cm³
• LogP: 0.98590
• Storage Temp.: Inert atmosphere,Store in freezer, under -20°C
• Solubility.: Chloroform, Dichloromethane
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 223.0036207
• Heavy Atom Count: 15
• Complexity: 305

Purity/Quality:

98%,99%, ^*data from raw suppliers

2-(1,3-Dioxoisoindolin-2-yl)acetylChloride ^*data from reagent suppliers

Safty Information:

• Hazard Codes: T
• Statements: 25-34
• Safety Statements: 26-36/37/39-45

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C(=O)N(C2=O)CC(=O)Cl
• Uses: Reactant involved in:? ;Synthesis of selenium-containing amino acid analogs with bactericidal and antifungal activity1? ;Photoinduced single electron transfer cyclization for preparation of cyclic peptides2? ;Arndt-Eistert synthesis3? ;Mitsunobu and arbuzov-type multicomponent pathway4? ;Remote C-H bond functionalization5? ;Amido-alkylation for synthesis of benzofuran derivatives6 Phthalylglycyl chloride can be used in the synthesis of N-Phthalimidoacetyl-β-phenylethylamnine.

Technology Process of Phthalimidoacetyl chloride

There total 14 articles about Phthalimidoacetyl 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%

N-phthaloylglycine (4702-13-0) → N-phthaloylglycine chloride (6780-38-7)

Guidance literature:

With oxalyl dichloride; N,N-dimethyl-formamide; In diethyl ether; at 0 - 20 ℃;

DOI:10.1023/A:1022563010599

Reference yield:

N-phthaloylglycine → N-phthaloylglycine chloride (6780-38-7)

Guidance literature:

With thionyl chloride; In water;

Reference yield:

phthalic anhydride (85-44-9) → N-phthaloylglycine chloride (6780-38-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 0.5 h / 150 - 180 °C

2: PCl₅ / benzene / 1 h

With phosphorus pentachloride; In benzene;

upstream raw materials:

N-phthaloylglycine

phosphorus pentachloride

phthalic anhydride

N-ethoxycarbonylphthalimide

Downstream raw materials:

1-(N,N-phthaloyl-glycyl)-aziridine

2-[2-(morpholin-4-yl)-2-oxoethyl]isoindoline-1,3-dione

N-(7-oxo-5-phenyl-4-thia-1-aza-bicyclo[3.2.0]hept-6-yl)-phthalimide

N,N-phthaloyl-glycine-(2,4-dinitro-phenyl ester)

Refernces

• 1、 Ali, Tahir,Imran, Muhammad,Li, Jing Bo,Li, Shupeng,Nadeem, Humaira,Naz, Shagufta,Sarwar, Sadia,Shah, Fawad Ali,Tan, Zhen. "Amino acid conjugates of aminothiazole and aminopyridine as potential anticancer agents: Synthesis, molecular docking and in vitro evaluation". . p. 1459 - 1476. Retrieved 2021/04/19.
• 2、 -. "FUNCTIONALIZED HETEROCYCLIC COMPOUNDS AS MODULATORS OF STIMULATOR OF INTERFERON GENES (STING)". Page/Page column 128; 129. . Retrieved 2021/06/22.