2-chloro-N,N-dibenzoylaniline: A selective N-benzoylating reagent

Chemical and Pharmaceutical Bulletin

Volumn 46, Issue 8, 1998, Pages 1217-1219

  Kondo, Kazuhiro ^a   Murakami, Yasuoki ^a  

^a TOHO UNIVERSITY   (Japan)

Author keywords

2 chloro N,N dibenzoylaniline; Diacylaniline; Imide; Ortho substituted aniline; Selective N benzoylation

Indexed keywords

2 CHLORO N,N DIBENZOYLANILINE; AMINE; ANILINE DERIVATIVE; REAGENT; SOLVENT; UNCLASSIFIED DRUG;

ARTICLE; REACTION ANALYSIS; SYNTHESIS;

EID: 0031722044     PISSN: 00092363     EISSN: None     Source Type: Journal    
DOI: 10.1248/cpb.46.1217     Document Type: Article

References (21)

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13. 2O or BzCl in pyridine at 100 °C. For our N,N-diacylation conditions with an acylating reagent in pyridine, see: reference 7.
14. 2O).
15. Benzoylation of aniline gave N-phenylbenzamide in 78% yield at 100 °C in dioxane.
16. 1H-NMR data with 22, prepared from 20 as shown in Chart 1. That of 18 was determined in a similar manner. The regiochemistry of 19 was determined by a NOE experiment of 24, obtained on treatment of 19 with benzyl bromide and NaH in THF. The key NOE is shown in Fig. 1.
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