Acetylenic chemistry: Part  13  . Synthesis of oxazoles and oxazoloquinazolines from  o ‐amino‐ N ‐(1,1 ‐disubstituted‐propynyl)benzamide | Zendy

Reisch J. | Zendy; Usifoh C. O. | Zendy; Oluwadiya J. O. | Zendy

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Acetylenic chemistry: Part 13 . Synthesis of oxazoles and oxazoloquinazolines from o ‐amino‐ N ‐(1,1 ‐disubstituted‐propynyl)benzamide

Author(s) -

Reisch J.,

Usifoh C. O.,

Oluwadiya J. O.

Publication year - 1989

Publication title -

journal of heterocyclic chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.321

H-Index - 59

eISSN - 1943-5193

pISSN - 0022-152X

DOI - 10.1002/jhet.5570260546

Subject(s) - chemistry , propynyl , triphosgene , benzamide , potassium hydroxide , pyridine , methylene , medicinal chemistry , stereochemistry , organic chemistry , phosgene

Conversion of isatoic anhydride to o ‐amino‐ N (1,1‐disubstituted‐propynyl)benzamides 3a‐c followed by reflux in ethanolic potassium hydroxide gave 2‐( o ‐aminophenyl)‐4,4‐disubstituted‐5‐methylene‐4 H ‐oxazoles 4a‐c . The treatment of same 3a‐c with triphosgene in pyridine with subsequent reflux gave 4a‐c and 2‐methylene‐3,3‐disubstituted‐oxazolo[2,3‐ b ]quinazolin‐5(3 H )‐ones 5a‐c.

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