462-69-1Relevant academic research and scientific papers
One-pot two-step solvent-free rapid and clean synthesis of 2-(substituted amino)pyrimidines by microwave irradiation
Goswami, Shyamaprosad,Hazra, Anita,Jana, Subrata
experimental part, p. 1175 - 1181 (2009/12/25)
abs A series of diversely 2-(substituted amino)pyrimidines (along with ring substitution) has been synthesized under solvent- and catalyst-free microwave conditions from substituted guanidines and β-diketones. The substituted guanidines are synthesized from (S)-methylisothiourea sulfate and different amines (various alkyl, aryl, or heterocyclic and also chiral amines) under microwave irradiation. These two-step reactions are performed in one-pot without isolating any intermediate. This protocol has been successfully applied for the synthesis of bisaminopyrimidines and 2-substituted aminopyrimidines containing chiral moiety where chirality remains undisturbed.
Amidination of amines under microwave conditions using recyclable polymer-bound 1H-pyrazole-1-carboxamidine
Solodenko, Wladimir,Broeker, Patrick,Messinger, Josef,Schoen, Uwe,Kirschning, Andreas
, p. 461 - 466 (2007/10/03)
A convenient one-step transformation of primary and secondary amines into the corresponding unprotected guanidines using 4-benzyl-3,5-dimethyl-1H- pyrazole-1-carboxamidine and its polymer-bound variant is described. The scopes and limitations of the method, the microwave-assistance of amidination as well as a recycling protocol are examined. Georg Thieme Verlag Stuttgart.
A new reagent and its polymer-supported variant for the amidination of amines
Dr?ger, Gerald,Solodenko, Wladimir,Messinger, Josef,Sch?n, Uwe,Kirschning, Andreas
, p. 1401 - 1403 (2007/10/03)
New reagents for the high yielding amidination of primary and secondary amines are described. By attaching a benzyl substituent to the 3,5-dimethyl-1H-pyrazole-1-carboxamidine ring, a reagent 1 is obtained which allows easy work-up after amidination because of solubility of byproducts in organic solvents. In addition, the polystyrene-bound analogue 2 was prepared which allows amidination of various amines with high purity.
MONOSUBSTITUTED GUANIDINES FROM PRIMARY AMINES AND AMINOIMINOMETHANESULFONIC ACID
Kim, Keekyung,Lin, Yi-Tsong,Mosher, Harry S.
, p. 3183 - 3186 (2007/10/02)
Aminoiminomethanesulfonic acid, H2N-C(=NH)SO3H, converts primary amines to the corresponding guanidine derivatives at 20 deg C.This crystalline reagent is readily prepared by the peracetic acid oxidation of formamidinesulfinic acid, H2N-C(=NH)SO2H.The synthesis is illustrated by a representative group of simple monosubstituted guanidines shown in Table I.
Bicyclic amidines
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, (2008/06/13)
New amidine/isocyanate adducts are particularly useful as catalysts for hardening epoxy resins, in particular pulverulent coating compositions based on epoxy resins. New bicyclic amidines are excellent starting materials for manufacturing these amidine/isocyanate adducts.
