3-Bromo-1-phenylpyrrolidin-2-one

Base Information

• Chemical Name: 3-Bromo-1-phenylpyrrolidin-2-one
• CAS No.: 77868-83-8
• Molecular Formula: C10H10 Br N O
• Molecular Weight: 240.099
• Hs Code.: 2933790090
• European Community (EC) Number: 627-161-5
• DSSTox Substance ID: DTXSID80392733
• Mol file: 77868-83-8.mol

Synonyms:3-bromo-1-phenylpyrrolidin-2-one;77868-83-8;(+/-)-3-Bromo-1-phenyl-2-pyrrolidinone;MFCD00800296;3-bromo-1-phenyl-pyrrolidin-2-one;SCHEMBL1514921;DTXSID80392733;OXRJWDQGHVJQAU-UHFFFAOYSA-N;BBL101342;STL555138;AKOS005258870;CS-0259614;EN300-73730;(+/-)-3-Bromo-1-phenyl-2-pyrrolidinone, >=95.0% (GC)

Chemical Property of 3-Bromo-1-phenylpyrrolidin-2-one

Chemical Property:

• Melting Point: 100-103 °C
• Boiling Point: 398.8±35.0 °C(Predicted)
• PKA: -1.48±0.40(Predicted)
• PSA: 20.31000
• Density: 1.550±0.06 g/cm3(Predicted)
• LogP: 2.25180
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 238.99458
• Heavy Atom Count: 13
• Complexity: 201

Purity/Quality:

98%,99%, ^*data from raw suppliers

3-Bromo-1-phenyl-2-pyrrolidinone(95%) ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CN(C(=O)C1Br)C2=CC=CC=C2
• Uses: 3-Bromo-1-phenyl-2-pyrrolidinone is used as a reactant in the synthesis of biologically active inhibitors.

Technology Process of 3-Bromo-1-phenylpyrrolidin-2-one

There total 3 articles about 3-Bromo-1-phenylpyrrolidin-2-one 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: 94.0%

2,4-Dibromo-N-phenyl-butyramide (77868-76-9) → (+/-)-3-bromo-1-phenyl-2-pyrrolidinone (77868-83-8)

Guidance literature:

With sodium hydroxide; Duolite A-109; In dichloromethane; for 2.5h; Ambient temperature;

DOI:10.1246/cl.1981.185

Reference yield:

2,4-dibromobutanoyl chloride (82820-87-9) + aniline (62-53-3) → (+/-)-3-bromo-1-phenyl-2-pyrrolidinone (77868-83-8)

Guidance literature:

2,4-dibromobutanoyl chloride; aniline; With potassium phosphate; In acetonitrile; at 0 - 20 ℃; for 1h;

With sodium hydroxide; In water; acetonitrile;

Reference yield:

aniline (62-53-3) → (+/-)-3-bromo-1-phenyl-2-pyrrolidinone (77868-83-8)

Guidance literature:

Multi-step reaction with 2 steps

1: Et₃N / CH₂Cl₂

2: Dowex 2x 10, 50percent aq. NaOH / CH₂Cl₂ / Ambient temperature

With sodium hydroxide; Dowex 2x 10; triethylamine; In dichloromethane;

DOI:10.1021/jm950886v

upstream raw materials:

2,4-Dibromo-N-phenyl-butyramide

aniline

2,4-dibromobutanoyl chloride

Downstream raw materials:

N-Hydroxy-4-(3-methyl-2-oxo-1-phenyl-pyrrolidin-3-ylamino)-benzamide

methyl 4-[(2-oxo-1-phenylpyrrolidin-3-yl)amino]benzoate

C₁₈H₂₀N₂O₂

C₂₃H₂₆N₂O₅