A Short and Concise Synthesis of Guanidines

Ramadas, K.; Janarthanan, N.; Pritha, R.

doi:10.1055/s-1997-1535

Cited by 21 publications

(13 citation statements)

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“…In this paper we report the crystal structures of two symmetrically substituted thiourea derivatives, namely 1,3-dibenzylthiourea (DBTU) and 1,3-dicyclohexylthiourea (DCHTU). The preparation of these compounds involves a novel and cost-effective synthetic procedure described elsewhere (Ramadas & Janarthanan, 1995). A previous report on the cell dimensions and space group of DBTU (Gilli, Michelon & Toniolo, 1968) is consistent with the results given here.…”

Section: Commentsupporting

confidence: 83%

1,3-Dibenzylthiourea and 1,3-Dicyclohexylthiourea

Ramnathan¹,

Sivakumar²,

Subramanian³

et al. 1996

Acta Crystallogr C

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Section: Commentsupporting

confidence: 83%

1,3-Dibenzylthiourea and 1,3-Dicyclohexylthiourea

Ramnathan¹,

Sivakumar²,

Subramanian³

et al. 1996

Acta Crystallogr C

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“…This procedure is welldeveloped in a usual liquid-phase version [11]. Thoureas, in their turn, can be easily converted into guanidines by well-developed (again, in solutions) published procedures [12]. Just this sequence (probably, never realized in the solid-phase version) formed the basis of a task at the special student laboratory at the MSU.…”

Section: Syntheses With Lantern Rodsmentioning

confidence: 99%

Solid-phase synthesis for beginners: Choice of tools and techniques for implementation of multistage transformations

Бабаев

2010

Russ J Gen Chem

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Abstract-Several mini-libraries were prepared by solid-phase synthesis: C,N-substituted glycines (1) and 2,5-diaminobenzoic acids (2) using Wang resin as well as diarylthioureas (3) and diaryl-guanidines (4) using Rink resin. Comparative analysis of the instruments and technique for these reactions was provided by applying glass vials with filters (BillBoard kit) to prepare the class (1), the tea-bag technique for the class (2), and plastic rods (Lanterns) for the classes (3) and (4). All reactions (supplied with detailed protocols) were optimized for use as a tool of practical student education.

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“…In particular, using carbamate protection to reduce the basicity of the guanidines and to simplify their isolation and their purification permitted numerous syntheses and the introduction of guanidine moiety in fragile structures [9][10][11][12][13]. Among all these methods the most common utilize the reactivity of the corresponding thioureas towards amines either in the presence of EDCI [14] or HgCl 2 [15][16][17][18][19][20].…”

Section: Introductionmentioning

confidence: 99%