Pyrimido[2,1-a]isoindol-6(2H)-one, 3,4-dihydro-

Base Information

• Chemical Name: Pyrimido[2,1-a]isoindol-6(2H)-one, 3,4-dihydro-
• CAS No.: 22641-00-5
• Molecular Formula: C11H10N2O
• Molecular Weight: 186.213
• European Community (EC) Number: 665-771-3
• DSSTox Substance ID: DTXSID40384396
• Wikidata: Q82176508
• Mol file: 22641-00-5.mol

Synonyms:22641-00-5;Pyrimido[2,1-a]isoindol-6(2H)-one, 3,4-dihydro-;3,4-Dihydropyrimido[2,1-a]isoindol-6(2H)-one;3,4-DIHYDROPYRIMIDO(2,1-A)ISOINDOL-6(2H)-ONE;3,4-dihydro-2H-pyrimido[1,2-b]isoindol-6-one;DTXSID40384396;AKOS024335719

Chemical Property of Pyrimido[2,1-a]isoindol-6(2H)-one, 3,4-dihydro-

Chemical Property:

• PSA: 32.67000
• LogP: 0.66620
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 186.079312947
• Heavy Atom Count: 14
• Complexity: 298

Purity/Quality:

99% ^*data from raw suppliers

3,4-DIHYDROPYRIMIDO(2,1-A)ISOINDOL-6(2H)-ONE AldrichCPR ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CN=C2C3=CC=CC=C3C(=O)N2C1

Technology Process of Pyrimido[2,1-a]isoindol-6(2H)-one, 3,4-dihydro-

There total 1 articles about Pyrimido[2,1-a]isoindol-6(2H)-one, 3,4-dihydro- 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: 55.0%

phthalic anhydride (85-44-9) + Trimethylenediamine (109-76-2,54018-94-9) → 2,3,4,5-tetrahydroisoindolino<2,1-a>pyrimidin-6-one (22641-00-5)

Guidance literature:

In N,N-dimethyl-formamide; at 120 ℃; for 24h; Inert atmosphere; Dean-Stark;

DOI:10.1021/acs.jnatprod.1c00116

Reference yield: 98.0%

2,3,4,5-tetrahydroisoindolino<2,1-a>pyrimidin-6-one (22641-00-5) → 2-(3-aminopropyl)isoindoline-1,3-dione hydrochloride (121821-01-0)

Guidance literature:

With hydrogenchloride; In ethanol; at 75 ℃; for 5h;

DOI:10.1246/bcsj.62.198

Reference yield: 57.0%

1-bromo-4-methoxy-benzene (104-92-7) + 2,3,4,5-tetrahydroisoindolino<2,1-a>pyrimidin-6-one (22641-00-5) → 6-(4-Methoxy-phenyl)-2,3,4,6-tetrahydro-pyrimido[2,1-a]isoindol-6-ol

Guidance literature:

1-bromo-4-methoxy-benzene; With magnesium; In tetrahydrofuran; for 2h; Heating;

2,3,4,5-tetrahydroisoindolino<2,1-a>pyrimidin-6-one; In tetrahydrofuran; for 5h; Further stages.; Heating;

DOI:10.1021/jm010302r

upstream raw materials:

phthalic anhydride

Trimethylenediamine

Downstream raw materials:

2-(3-aminopropyl)isoindoline-1,3-dione hydrochloride

6-(1,3-benzodioxol-5-yl)-2,3,4,6-tetrahydropyrimido-[2,1-a]-isoindol-6-ol

N¹,N¹:N⁷,N⁷-diphthaloyl-4-tosyl-4-azaheptane-1,7-diamine

N-(N³-p-toluenesulfonyl)-3-aminopropylphthalimide

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