I agree Our site saves small pieces of text information (cookies) on your device in order to deliver better content and for statistical purposes. You can disable the usage of cookies by changing the settings of your browser. By browsing our website without changing the browser settings you grant us permission to store that information on your device.
Reagent for organic synthesisUsed as a reagent for organic synthesis. Thiourea is a photographic fixative, and used in manufacture of resins. It acts as a catalyst for asymmetric reactions. It plays an essential role as a catalyst for highly enantio- and diastereoselective additions reaction of oxindoles to nitroolefins. It is also useful to improve the productivity of mung bean.
Reagent for the conversion of alkyl halides to thiols by base hydrolysis of the isothiouronium salts; see also N-Acetylthiourea, B21198. Cleavage of isothiouronium salts with base and alkylation of the resulting thiolate has been used as a convenient synthesis of unsymmetrical sulfides: Synth. Commun., 14, 209 (1984).
Epoxides are converted to episulfides: J. Org. Chem., 26, 3467 (1961). The 2,3-epoxy alcohols resulting from the Sharpless enantioselective epoxidation can be converted to the corresponding episulfides with retention at both centers, using Ti(O-i-Pr)4 as mediator: J. Org. Chem., 53, 4114 (1988).
Widely used in heterocyclic syntheses, e.g. of thiazoles and pyrimidines.
Has been used in a convenient synthesis of isothiocyanates from oximes via the nitrile oxide: Tetrahedron Lett., 34, 8283 (1993); see also Benzaldoxime, A12053:
Bui, T.; Syed, S.; Barbas, C. F. Thiourea-Catalyzed Highly Enantio- and Diastereoselective Additions of Oxindoles to Nitroolefins: Application to the Formal Synthesis of (+) -Physostigmine. J. Am. Chem. Soc. 2009, 131 (25), 8758-8759.
Takemoto, Y. Development of Chiral Thiourea Catalysts and Its Application to Asymmetric Catalytic Reactions. Chem. Pharm. Bull. 2010, 58 (5), 593-601.
Hazard Statements: H302-H350-H361d-H500
Harmful if swallowed. May cause cancer. Suspected of damaging the unborn child. May form combustible dust concentrations in air
Precautionary Statements: P201-P202-P264b-P270-P281-P301+P312-P308+P313-P330-P501c
Obtain special instructions before use. Do not handle until all safety precautions have been read and understood. Wash face, hands and any exposed skin thoroughly after handling Do not eat, drink or smoke when using this product. Use personal protective equipment as required. IF SWALLOWED: Call a POISON CENTER or doctor/physician if you feel unwell. IF exposed or concerned: Get medical advice/attention. Rinse mouth. Dispose of contents/ container to an approved waste disposal plant