N,N′-Di-n-butylthiourea is an organic compound with the formula S=C(N(H)Bu)2 (Bu = butyl). A symmetrical N,N′-dialkyl thiourea derivative, it is a white solid. Like other thiourea derivatives, it features a planar core. The C=S bond distance is 1.712(2) Å, while C−N distances are in range of 1.33 to 1.46 Å.[1] Molecules of this compound exhibit syn-anti conformation.[2]
Synthesis
N,N′-Di-n-butylthiourea can be obtained in these routes:
- Reaction of n-butylamine with carbon disulfide in the presence of alumina.[3]
- Reaction of n-butylamine and n-butylisothiocyanate.[4]
References
- ^ Okuniewski, Andrzej; Dąbrowska, Agnieszka; Chojnacki, Jarosław (2011). "1,3-Di-n-butylthiourea". Acta Crystallogr. E. 67 (4): o925. doi:10.1107/S1600536811009743. PMC 3099899. PMID 21754195.
- ^ Sahu, Sandhyamayee; Sahoo, Prangya R.; Patel, Sabita; Mishra, B. K. (2011). "Oxidation of thiourea and substituted thioureas: a review". J. Sulfur Chem. 32 (2): 171–197. doi:10.1080/17415993.2010.550294.
- ^ Ranu, B. C.; Dey, S. S.; Bag, S. (2003). "A simple and green procedure for the synthesis of N,N′-disubstituted thioureas on the surface of alumina under microwave irradiation". Arkivoc. 2003: 14. doi:10.3998/ark.5550190.0004.903. hdl:2027/spo.5550190.0004.903.
- ^ Moore, M. L.; Crossley, F. S. (1941). "Methylthiourea". Org. Synth. 21: 83. doi:10.15227/orgsyn.021.0083.
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