2-(cyclopropylmethoxy)-1H-isoindole-1,3(2H)-dione

Base Information

• Chemical Name: 2-(cyclopropylmethoxy)-1H-isoindole-1,3(2H)-dione
• CAS No.: 113211-15-7
• Molecular Formula: C12H11 N O3
• Molecular Weight: 217.224
• Hs Code.: 2925190090
• DSSTox Substance ID: DTXSID90363297
• Wikidata: Q82146929
• Mol file: 113211-15-7.mol

Synonyms:113211-15-7;2-(cyclopropylmethoxy)-1H-isoindole-1,3(2H)-dione;2-(Cyclopropylmethoxy)isoindoline-1,3-dione;N-(Cyclopropylmethoxy)phthalimide;2-(cyclopropylmethoxy)isoindole-1,3-dione;2-Cyclopropylmethoxy-isoindole-1,3-dione;N-Cyclopropylmethoxy-phthalimide;Oprea1_391661;SCHEMBL2077117;1H-Isoindole-1,3(2H)-dione, 2-(cyclopropylmethoxy)-;DTXSID90363297;MFCD00794700;AKOS015993359;SB66208;CS-0339324;FT-0665396;7L-924;2-(cyclopropylmethoxy)-2,3-dihydro-1H-isoindole-1,3-dione;Dibenzo[b,f][1,4]thiazepine, 11-(1-piperazinyl)-, hydrochloride (1:2)

Chemical Property of 2-(cyclopropylmethoxy)-1H-isoindole-1,3(2H)-dione

Chemical Property:

• Melting Point: 71-77 °C
• Boiling Point: 350.0±25.0 °C(Predicted)
• PSA: 46.61000
• Density: 1.37±0.1 g/cm3(Predicted)
• LogP: 1.56210
• Solubility.: Dimethyl Sulfoxide, Methanol
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 217.07389321
• Heavy Atom Count: 16
• Complexity: 300

Purity/Quality:

95% ^*data from raw suppliers

N-(Cyclopropylmethoxy)phthalimide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC1CON2C(=O)C3=CC=CC=C3C2=O
• Uses: 2-(cyclopropylmethoxy)-1H-isoindole-1,3(2H)-dione is used for preparation of phenylaminobenzimidazoles and analogs as MEK inhibitors for the treatment of chronic pain. It is used for preparation of phenylaminobenzimidazoles and analogs as MEK inhibitors for the treatment of chronic pain.

Technology Process of 2-(cyclopropylmethoxy)-1H-isoindole-1,3(2H)-dione

There total 3 articles about 2-(cyclopropylmethoxy)-1H-isoindole-1,3(2H)-dione 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: 87.0%

→ 2-(cyclopropylmethoxy)isoindoline-1,3-dione (113211-15-7)

Guidance literature:

Reference yield: 86.0%

N-hydroxyphthalimide (524-38-9) + Cyclopropylmethanol (2516-33-8) → 2-(cyclopropylmethoxy)isoindoline-1,3-dione (113211-15-7)

Guidance literature:

With triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; at 0 ℃; for 15h;

Reference yield: 84.0%

N-hydroxyphthalimide (524-38-9) + cyclopropylcarbinyl bromide (7051-34-5) → 2-(cyclopropylmethoxy)isoindoline-1,3-dione (113211-15-7)

Guidance literature:

With 1,8-diazabicyclo[5.4.0]undec-7-ene; In N,N-dimethyl-formamide; at 0 - 40 ℃; for 2h; Reagent/catalyst; Solvent; Temperature;

upstream raw materials:

N-hydroxyphthalimide

Cyclopropylmethanol

cyclopropylcarbinyl bromide

Downstream raw materials:

O-cyclopropylmethyl-hydroxylamine

Refernces

• 1、 -. "PROCESS FOR THE PREPARATION OF QUINOLONE BASED COMPOUNDS". Paragraph 0241-0243; 0266-0268; 0275-0276. . Retrieved 2019/12/06.
• 2、 -. "HETEROCYCLIC COMPOUNDS AS MEK INHIBITORS". Page/Page column 21. . Retrieved 2012/09/25.