Formylation of N-arylpyrazole containing active amino group using Vilsmeier-Hacck reaction

Chinese Chemical Letters

Volumn 19, Issue 4, 2008, Pages 383-386

  Luo, Yi ^a   Zhong, Ping ^a   Zhang, Xiao Hong ^a   Lin, Qiu Lian ^a   Chen, Ye Na ^a  

^a WENZHOU UNIVERSITY   (China)

Author keywords

Amino; Formylation; N arylpyrazole; Synthesis; Vilsmeier Haack reaction

Indexed keywords

EID: 41149141708     PISSN: 10018417     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.cclet.2008.01.025     Document Type: Article

References (15)

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12. General procedure for the preparation of 3 and 4: Compound 1 was prepared according to the Hetton's patent [12], and compound 2 was prepared according to the literature [13]. Preparation of the compound 3 and 4 (Schemes 1 and 2): freshly distilled phosphorus oxychloride (0.6 mmol) was dissolved in cold DMF (2 mL), cooled with an ice bath and stirred for 30 min at 0-5 °C. The compound 1 or 2 (1 mmol) was dissolved in DMF (3 mL) and cooled in an ice bath. The solution was then added dropwise to the VR and there action was stirred at 70 °C for several hours. Hydrolysis was achieved by adding 30 mL of solution of NaOAc at 0-5 °C. And the solid was produced, and then filtrated, washed by water and recrystalled to give the formylated product [14].
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15. 3: C 53.85, H 3.87, N 26.91; found: C 53.74, H 3.84, N 26.81. 4d