ethyl 5-[(dimethylamino)methylene]-2,3-dimethyl-4-oxo-4,5,6,7-tetrahydro-2H-isoindole-1-carboxylate

Base Information

• Chemical Name: ethyl 5-[(dimethylamino)methylene]-2,3-dimethyl-4-oxo-4,5,6,7-tetrahydro-2H-isoindole-1-carboxylate
• CAS No.: 1148040-89-4
• Molecular Formula: C₁₆H₂₂N₂O₃
• Molecular Weight: 290.362

Synonyms:ethyl 5-[(dimethylamino)methylene]-2,3-dimethyl-4-oxo-4,5,6,7-tetrahydro-2H-isoindole-1-carboxylate

Chemical Property of ethyl 5-[(dimethylamino)methylene]-2,3-dimethyl-4-oxo-4,5,6,7-tetrahydro-2H-isoindole-1-carboxylate

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Technology Process of ethyl 5-[(dimethylamino)methylene]-2,3-dimethyl-4-oxo-4,5,6,7-tetrahydro-2H-isoindole-1-carboxylate

There total 2 articles about ethyl 5-[(dimethylamino)methylene]-2,3-dimethyl-4-oxo-4,5,6,7-tetrahydro-2H-isoindole-1-carboxylate 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: 72.0%

tert-Butoxybis(dimethylamino)methane (5815-08-7) + ethyl 2,3-dimethyl-4-oxo-4,5,6,7-tetrahydro-2H-isoindole-1-carboxylate (1148040-84-9) → ethyl 5-[(dimethylamino)methylene]-2,3-dimethyl-4-oxo-4,5,6,7-tetrahydro-2H-isoindole-1-carboxylate (1148040-89-4)

Guidance literature:

In toluene; for 3h; Reflux;

DOI:10.1016/j.bmcl.2009.01.096

Reference yield:

N,N-dimethyl-tert-butylamine (918-02-5) + ethyl 2,3-dimethyl-4-oxo-4,5,6,7-tetrahydro-2H-isoindole-1-carboxylate (1148040-84-9) → ethyl 5-[(dimethylamino)methylene]-2,3-dimethyl-4-oxo-4,5,6,7-tetrahydro-2H-isoindole-1-carboxylate (1148040-89-4)

Guidance literature:

In toluene; for 24h; Reflux;

DOI:10.1016/j.ejmech.2013.10.014

Reference yield: 75.0%

ethyl 5-[(dimethylamino)methylene]-2,3-dimethyl-4-oxo-4,5,6,7-tetrahydro-2H-isoindole-1-carboxylate (1148040-89-4) + Phenylguanidine (2002-16-6) → ethyl 8,9-dimethyl-2-(phenylamino)-6,8-dihydro-5H-pyrrolo[3,4-h]quinazoline-7-carboxylate (1575821-87-2)

Guidance literature:

In N,N-dimethyl-formamide; at 100 ℃; for 2h;

DOI:10.1016/j.ejmech.2013.10.014

upstream raw materials:

tert-Butoxybis(dimethylamino)methane

ethyl 2,3-dimethyl-4-oxo-4,5,6,7-tetrahydro-2H-isoindole-1-carboxylate

N,N-dimethyl-tert-butylamine

Downstream raw materials:

8,9-dimethyl-3-(phenylsulfonyl)-1,5,6,8-tetrahydro-2H-pyrrolo[3,4-h]quinoline-2-one-7-carboxylic acid

ethyl 1,8,9-trimethyl-3-(phenylsulfonyl)-2,5,6,8-tetrahydro-1H-pyrrolo[3,4-h]quinoline-2-one-7-carboxylate

ethyl 8,9-dimethyl-3-(phenylsulfonyl)-1,5,6,8-tetrahydro-2H-pyrrolo[3,4-h]quinoline-2-one-7-carboxylate

ethyl 8,9-dimethyl-2-(phenylamino)-6,8-dihydro-5H-pyrrolo[3,4-h]quinazoline-7-carboxylate

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