1-Hydroxy-3,4-dimethyl-1h-pyrrole-2,5-dione

Base Information

• Chemical Name: 1-Hydroxy-3,4-dimethyl-1h-pyrrole-2,5-dione
• CAS No.: 7151-22-6
• Molecular Formula: C6H7NO3
• Molecular Weight: 141.126
• NSC Number: 70408
• DSSTox Substance ID: DTXSID30290694
• Wikidata: Q82028464

Synonyms:1-hydroxy-3,4-dimethyl-1h-pyrrole-2,5-dione;7151-22-6;1-HYDROXY-3,4-DIMETHYL-2,5-DIHYDRO-1H-PYRROLE-2,5-DIONE;1-hydroxy-3,4-dimethylpyrrole-2,5-dione;NSC70408;SCHEMBL1592554;DTXSID30290694;NSC-70408

Chemical Property of 1-Hydroxy-3,4-dimethyl-1h-pyrrole-2,5-dione

Chemical Property:

• Vapor Pressure: 0.00103mmHg at 25°C
• Boiling Point: 268.4°C at 760 mmHg
• Flash Point: 116.1°C
• Density: 1.425g/cm³
• XLogP3: -0.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 141.042593085
• Heavy Atom Count: 10
• Complexity: 217

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C(=O)N(C1=O)O)C

Technology Process of 1-Hydroxy-3,4-dimethyl-1h-pyrrole-2,5-dione

There total 2 articles about 1-Hydroxy-3,4-dimethyl-1h-pyrrole-2,5-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: 74.0%

2,3-Dimethylmaleic anhydride (766-39-2) → 1-hydroxy-3,4-dimethyl-1H-pyrrole-2,5-dione (7151-22-6)

Guidance literature:

With hydroxylamine hydrochloride; sodium acetate; In ethanol; water; for 0.25h; Inert atmosphere; Reflux;

DOI:10.1021/acs.orglett.5b02079

Reference yield:

1-benzyloxy-3,4-dimethyl-pyrrole-2,5-dione (855645-07-7) → 1-hydroxy-3,4-dimethyl-1H-pyrrole-2,5-dione (7151-22-6)

Guidance literature:

With Pd/SrCO₃; bei der Hydrogenolyse;

DOI:10.1039/jr9550000631

Reference yield: 80.0%

1-hydroxy-3,4-dimethyl-1H-pyrrole-2,5-dione (7151-22-6) + 4-Phenylbutyric acid (1821-12-1) → 3,4-dimethyl-2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl 4-phenylbutanoate

Guidance literature:

With dmap; diisopropyl-carbodiimide; In dichloromethane; at 20 ℃; for 1h;

DOI:10.1021/jacs.0c09922

upstream raw materials:

1-benzyloxy-3,4-dimethyl-pyrrole-2,5-dione

2,3-Dimethylmaleic anhydride

Downstream raw materials:

S₀₀₆₂₈

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