N-Phenyl-isobutyloylacetamide Chemical Properties

Melting point:

47 - 49°C

Boiling point:

261-264 °C

Density 

1.103

Flash point:

159°C

storage temp. 

Sealed in dry,Room Temperature

solubility 

DMSO (Slightly), Metahnol (Slightly)

pka

12.14±0.46(Predicted)

form 

Solid

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)

N-Phenyl-isobutyloylacetamide Usage And Synthesis

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

N-Phenyl-isobutyloylacetamide(124401-38-3)Related Product Information

• Tetraphenylcyclopentadienone
• N,N-Dimethylformamide
• PHENYL VALERATE
• Methyl salicylate
• Pirimiphos-methyl
• Kresoxim-methyl
• Methacrylamide
• Methyl acetate
• Tribenuron methyl
• Phenyl salicylate
• METSULFURON METHYL
• Diphenyl ether
• N,N-Dimethylacetamide
• Thiophanate-methyl
• PHENYL RESIN
• Methyl
• Phenylacetic acid
• Methyl bromide