| Identification | More | [Name]
N-Phenyl-isobutyloylacetamide | [CAS]
124401-38-3 | [Synonyms]
4-methyl-3-oxo-n-phenyl-pentanamide
4-Methyl-3-oxopentanoic acid anilide
4-methyl-3-oxopentanoic acid phenylamide
4-METHYL-3-OXO-PENTANOIC PHENYLAMIDE
N-PHENYL-ISOBUTYLOYLACETAMIDE
N-PHENYL ISOBUTYRYLACETAMIDE
Isobutyrylacetanilide
N-PhNeyl-isobutyloyl Acetamide | [EINECS(EC#)]
1308068-626-2 | [Molecular Formula]
C12H15NO2 | [MDL Number]
MFCD00137795 | [Molecular Weight]
205.25 | [MOL File]
124401-38-3.mol |
| Chemical Properties | Back Directory | [Appearance]
Yellow Oil | [Melting point ]
47 - 49°C | [Boiling point ]
261-264 °C | [density ]
1.103 | [Fp ]
159°C | [storage temp. ]
Sealed in dry,Room Temperature | [solubility ]
DMSO (Slightly), Metahnol (Slightly) | [form ]
Solid | [pka]
12.14±0.46(Predicted) | [color ]
Off-White to Pale Pink | [InChI]
InChI=1S/C12H15NO2/c1-9(2)11(14)8-12(15)13-10-6-4-3-5-7-10/h3-7,9H,8H2,1-2H3,(H,13,15) | [InChIKey]
ADHRFDCBLJVNFO-UHFFFAOYSA-N | [SMILES]
C(NC1=CC=CC=C1)(=O)CC(=O)C(C)C | [CAS DataBase Reference]
124401-38-3(CAS DataBase Reference) |
| Hazard Information | Back Directory | [Chemical Properties]
Yellow Oil | [Uses]
N-Phenyl Isobutyrylacetamide (cas# 124401-38-3) is a compound useful in organic synthesis. | [Synthesis]
To a 1000 mL dry three-necked flask were sequentially added 60 g (0.416 mol) of methyl isobutyrylacetate, 120 g (1.288 mol) of aniline and 6 g of 4-dimethylaminopyridine (DMAP). Stirring was turned on and the temperature was slowly increased to an internal temperature of 100 °C and the reaction was maintained at this temperature for 16 hours. During the reaction, the methanol generated was collected by a fractionation device. At the end of the reaction, the system was cooled down to 70 °C and the unreacted aniline was recovered by distillation under reduced pressure, and a total of 74.7 g of aniline was recovered with 92% recovery. After the remaining reaction solution was concentrated to about 100 g, 1 kg of water was added, cooled to 30 °C and stirred to crystallize for more than 5 hours. The product was filtered, the cake was washed with water for 3 times, and dried to give a white solid product of 82.3 g. The product was analyzed by HPLC with a purity of 99.8% and a yield of 96.4%. | [References]
[1] Patent: CN106397241, 2017, A. Location in patent: Paragraph 0014; 0015; 0016; 0017; 0018; 0019; 0020; 0021
[2] Patent: WO2012/143933, 2012, A1. Location in patent: Page/Page column 21-22
[3] Organic and Biomolecular Chemistry, 2016, vol. 14, # 7, p. 2291 - 2296
[4] Synthetic Communications, 2015, vol. 45, # 24, p. 2832 - 2840
[5] Journal of Heterocyclic Chemistry, 2007, vol. 44, # 4, p. 923 - 926 |
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