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A convenient synthesis of symmetrical N,N′-dialkylureas by the reactions of 4-chloro-5H-1,2,3-dithiazol-5-one with alkylamines
✍ Scribed by Yong-Goo Chang; Hyi-Seung Lee; Kyongtae Kim
- Publisher
- Elsevier Science
- Year
- 2001
- Tongue
- French
- Weight
- 86 KB
- Volume
- 42
- Category
- Article
- ISSN
- 0040-4039
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✦ Synopsis
Treatment of 4-chloro-5H-1,2,3-dithiazol-5-one with primary and secondary alkylamines (>2 equiv.) in CH 2 Cl 2 at rt afforded symmetrical N,N%-disubstituted ureas in moderate to good yields. Similarly, the reactions with amino acid ester hydrochlorides in the presence of Et 3 N (>3 equiv.) under the same conditions gave symmetrical ureas.
📜 SIMILAR VOLUMES
Reactions of methyl N-(4-chloro-5H-1,2,3-dithiazol-5-ylidene)anthranilates with tryptamine at room temperature produced 2-cyano-3-[2-(indol-3-yl)ethyl]-4(3H)-quinazolinones, which underwent cyclization on heating with TFAA/HCl(g) to afford quinazolinocarboline alkaloids rutaecarpine (1a), hortiacine