Reaction of benzhydrol with urea and thiourea
β Scribed by Aziz-Ur Rahman; Rama Kant Singh
- Publisher
- Elsevier Science
- Year
- 2010
- Tongue
- English
- Weight
- 272 KB
- Volume
- 78
- Category
- Article
- ISSN
- 0165-0513
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β¦ Synopsis
Abstract
The reaction between benzhydrol and urea resulting in the formation of N,Nβ²βbis(diphenylmethyl)urea and bis(diphenylmethyl) ether, has been studied with a view to substantiate the reaction mechanism suggested by Rahman and Farooq^1^ for the formation of the former in a reaction between benzilic acid and urea, based on decarboxylation of benzilic acid.
The reaction mechanism postulated by Dannenberg and Rahman^2^ for the formation of N,Nβ²βbis(diphenylmethyl) thiourea (III), bis(diphenylmethyl) disulphide (IV) and bis(diphenylmethyl) sulphide (V) in a reaction between benzilic acid and thiourea, based mainly on initial benzhydrylation (diphenylmethylation) of thiourea to yield Nβ(diphenylmethyl) thiourea (VIII) and also Sβ(diphenylmethyl)βisothiourea (VII), which undergo appropriate changes to yield eventually III, IV and V, has been substantiated by the identity of the products of reaction between benzhydrol and thiourea, with III, IV and V. Further confirmation of the mechanism is afforded by the isolation of a small amount of VII from the reaction product of benzhydrol and thiourea. The comparative mechanisms of the reaction between benzilic acid and thiourea on the one hand and of that between benzhydrol i.e. βdecarboxylated benzilic acidβ and thiourea, on the other, are discussed.
π SIMILAR VOLUMES
## Abstract Title epoxide (I) reacts with thiourea both in protic and aprotic solvents to furnish predominantly the unexpected product (III) generated by an intramolecular βhaloformβ decomposition.