Di Carmine, Graziano published the artcileSynthesis of functionalized imidazolidine-2-thiones via NHC/base-promoted aza-benzoin/aza-acetalization domino reactions, Name: 1-(4-Chlorophenyl)thiourea, the publication is Organic & Biomolecular Chemistry (2017), 15(41), 8788-8801, database is CAplus and MEDLINE.
A strategy for the synthesis of biol. relevant 5-hydroxy-imidazolidine-2-thione derivatives I [R1 = i-Pr, 4-pyridinyl, 2-ClC6H4, etc.; R2 = i-Pr, Ph, 2-FC6H4, 4-ClC6H4, 3-MeC6H4, 3-BrC6H4; R3 = cyclohexyl, Ph, 2-MeC6H4, 2-FC6H4, 4-ClC6H4; X = S] and imidazolidine-2-one I [R1 = Ph; R2 = 4-ClC6H4; R3 = Bn; X = O] was presented. A novel class of α-sulfonylamines had been suitably prepared (46-81% yield) as precursors of formal benzylidenethiourea acceptors; these were generated in situ and intercepted by N-heterocyclic carbene (NHC)-activated aldehydes affording open-chain aza-benzoin-type adducts, which in turn underwent an intramol. aza-acetalization reaction in a one-pot fashion. A thiazolium salt/triethylamine couple proved to be the more effective system to trigger the domino sequence giving the target heterocycles in good yields (45-97%) and diastereoselectivities (up to 99 : 1 dr). The multigram scale synthesis and elaboration of a selected 5-hydroxy-imidazolidine-2-thione compound I [R1 = 4-ClC6H4, R2 = R3 = Ph] was also described.
Organic & Biomolecular Chemistry published new progress about 3696-23-9. 3696-23-9 belongs to chlorides-buliding-blocks, auxiliary class Chloride,Thiourea,Amine,Benzene,Amide, name is 1-(4-Chlorophenyl)thiourea, and the molecular formula is C7H7ClN2S, Name: 1-(4-Chlorophenyl)thiourea.
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