PHTHALIMIDOACETALDEHYDE DIETHYL ACETAL

Base Information

• Chemical Name: PHTHALIMIDOACETALDEHYDE DIETHYL ACETAL
• CAS No.: 78902-09-7
• Molecular Formula: C14H17 N O4
• Molecular Weight: 263.293
• Hs Code.: 29126000
• Mol file: 78902-09-7.mol

Synonyms:Phthalimide,N-(formylmethyl)-, diethyl acetal (6CI);2-(2,2-Diethoxyethyl)isoindole-1,3-dione; 2-(2,2-Diethoxyethyl)isoindoline-1,3-dione;NSC 240263; Phthalimidoacetaldehyde diethyl acetal

Chemical Property of PHTHALIMIDOACETALDEHYDE DIETHYL ACETAL

Chemical Property:

• Appearance/Colour: off-white to white powder
• Vapor Pressure: 9.7E-06mmHg at 25°C
• Melting Point: 72-74 °C(lit.)
• Boiling Point: 372.3oC at 760 mmHg
• PKA: -2.17±0.20(Predicted)
• Flash Point: 179oC
• PSA: 55.84000
• Density: 1.2g/cm3
• LogP: 1.61960
• Storage Temp.: Store below +30°C.
• Sensitive.: Moisture Sensitive
• Water Solubility.: Insoluble in water.

Purity/Quality:

99% ^*data from raw suppliers

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

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Phthalimidoacetaldehyde diethyl acetal is used as a pharmaceutical intermediate.

Technology Process of PHTHALIMIDOACETALDEHYDE DIETHYL ACETAL

There total 2 articles about PHTHALIMIDOACETALDEHYDE DIETHYL ACETAL 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: 78.0%

phthalic anhydride (85-44-9) + 2,2-diethoxy-ethanamine (645-36-3) → phthalimidoacetaldehyde diethyl acetal (78902-09-7)

Guidance literature:

at 120 ℃; for 1h;

Reference yield: 55.0%

1,2-dimethoxy-4-(2-propenyl)benzene (93-15-2) + S-(1-(1,3-dioxoisoindolin-2-yl)-2,2-diethoxyethyl) O-neopentyl carbonodithioate → phthalimidoacetaldehyde diethyl acetal (78902-09-7) + S-(1-(3,4-dimethoxyphenyl)-4-(1,3-dioxoisoindolin-2-yl)-5,5-diethoxypentan-2-yl) O-neopentyl carbonodithioate

Guidance literature:

1,2-dimethoxy-4-(2-propenyl)benzene; S-(1-(1,3-dioxoisoindolin-2-yl)-2,2-diethoxyethyl) O-neopentyl carbonodithioate; In ethyl acetate; for 0.25h; Reflux; Inert atmosphere;

With dilauryl peroxide; In ethyl acetate; for 5h; Reflux; Inert atmosphere;

DOI:10.1021/acs.orglett.9b02237

Reference yield: 92.0%

3-Methylindole (83-34-1) + phthalimidoacetaldehyde diethyl acetal (78902-09-7) → 2-[2,2-bis-(3-methyl-1H-indol-2-yl)-ethyl]-isoindole-1,3-dione (685514-66-3)

Guidance literature:

With Montmorillonite K₁₀; at 20 ℃; for 7.5h;

DOI:10.1081/SCC-120027281

upstream raw materials:

phthalic anhydride

2,2-diethoxy-ethanamine

1,2-dimethoxy-4-(2-propenyl)benzene

Downstream raw materials:

ethyl 2-benzamido-3-phthalimidopropionate

2-[2,2-bis-(3-methyl-1H-indol-2-yl)-ethyl]-isoindole-1,3-dione

2-[2-(3-phenyl-piperidin-1-yl)-ethyl]-isoindole-1,3-dione

2-[{1-(4-methoxybenzyl)-4-oxopiperidin-2-yl}methyl]isoindole-1,3-dione

Refernces

• 1、 De Moraes Gomes, Paulo André Teixeira,Oliveira, Arsênio Rodrigues,De Oliveira Cardoso, Marcos Veríssimo,De Farias Santiago, Edna,De Oliveira Barbosa, Miria,De Siqueira, Lucianna Rabelo Pessoa,Moreira, Diogo Rodrigo Magalh?es,Bastos, Tanira Matutino,Brayner, Fábio André,Soares, Milena Botelho Pereira,De Oliveira Mendes, Andresa Pereira,De Castro, Maria Carolina Accioly Brelaz,Pereira, Valéria Rego Alves,Leite, Ana Cristina Lima. "Phthalimido-thiazoles as building blocks and their effects on the growth and morphology of Trypanosoma cruzi". . p. 46 - 57. Retrieved 2016/05/02.
• 2、 Pessoa, Claudia,Ferreira, Paulo Michel P.,Lotufo, Leticia Veras C.,DeMoraes, Manoel O.,Cavalcanti, Suellen M. T.,Coelho, Lucas Cunha D.,Hernandes, Marcelo Z.,Leite, Ana Cristina L.,DeSimone, Carlos A.,Costa, Vlaudia M. A.,Souza, Valdenia M. O.. "Discovery of phthalimides as immunomodulatory and antitumor drug prototypes". scheme or table. p. 523 - 528. Retrieved 2010/12/25.