Synthesis and Reactivity of Phenylthiourea Derivatives: An Efficient Synthesis of New Thiazole‐Based Heterocycles | Zendy

Sayed Samia M. | Zendy; Raslan Mohamed A. | Zendy; Dawood Kamal M. | Zendy

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Synthesis and Reactivity of Phenylthiourea Derivatives: An Efficient Synthesis of New Thiazole‐Based Heterocycles

Author(s) -

Sayed Samia M.,

Raslan Mohamed A.,

Dawood Kamal M.

Publication year - 2016

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.2327

Subject(s) - chemistry , thiazole , reactivity (psychology) , aldehyde , derivative (finance) , condensation reaction , medicinal chemistry , condensation , organic chemistry , catalysis , medicine , physics , alternative medicine , pathology , financial economics , economics , thermodynamics

Reaction of 1‐(5‐acetyl‐4‐methylthiazol–2‐yl)–3‐phenylthiourea 2 with hydrazonoyl chlorides ( 3a , 3b , 3c , 3d , 3e , 3f ) and 9 yielded the corresponding (thiazolyl)imino–1,3,4‐thiadiazole derivatives ( 6a , 6b , 6c , 6d , 6e , 6f ) and 12 , respectively. Reaction of 2 with ethyl chloroacetate 13 gave (thiazolyl)imino‐1,3‐thiazolidin‐4‐one derivative 15 , which upon condensation with aromatic aldehyde derivatives yielded the 5‐benzylidene derivatives ( 16a , 16b ). In addition, treatment of 2 with 3‐chloropenta‐2,4‐dione 17 afforded the corresponding (thiazolyl)imino‐1,3‐thiazole derivative 19 . The newly synthesized compounds were confirmed from their elemental analyses and spectral data.

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