158478-72-9

Upstream product

• 104-94-9 4-methoxy-aniline 
• 145013-05-4 tert-butyl N-({[(tert-butoxy)carbonyl]amino}methanethioyl)carbamate 
• 207857-15-6 1,3-di(tert-butyloxycarbonyl)-2-(trifluoromethylsulfonyl)guanidine 
• 152120-54-2 N,N'-bis( tert-butoxycarbonyl)-1H-pyrazole-1-carboxamidine 

Downstream Products

• 73709-20-3 1-guanidino-4-methoxybenzene hydrochloride 
• 67453-80-9 1-(4-methoxyphenyl)guanidine 

Relevant academic research and scientific papers

Synthesis of 2-arylamino-5-formyl-pyrimidines from the bis(hexafluorophosphate) Arnold salt

A three-step synthesis of 2-arylamino-5-formyl-pyrimidines is developed by condensation of the bis(hexafluorophosphate) Arnold salt with N-arylguanidines. This method conveniently provides the corresponding 2-arylaminopyrimidine derivatives in good yields

Guanidine and 2-aminoimidazoline aromatic derivatives as α2-adrenoceptor antagonists, 1: Toward new antidepressants with heteroatomic linkers

The efficient preparation and pharmacological characterization of different families of (bis)guanidine and (bis)2-aminoimidazoline derivatives ("twin" and "half" molecules) as potential α2-adrenoceptor antagonists for the treatment of depressio

Preparation method of 2-arylamino-5-formyl-pyrimidine

The invention provides a preparation method of 2-arylamino-5-formyl-pyrimidine, which comprises the following steps: reacting guanidine salt with bis(hexafluorophosphate) Arnold salt to generate the 2-arylamino-5-formyl-pyrimidine. According to the method

Synthesis of guanidines via the I2 mediated desulfurization of N,N′-di-Boc-thiourea

The I2 mediated desulfurization of N,N′-di-Boc-thiourea was developed. Various primary amines, including sterically and electronically deactivated primary amines, were transformed into the corresponding bis-Boc protected guanidines under mild conditions.

Iodine-catalyzed guanylation of amines with N, N ′-di-Boc-thiourea

Herein, we report that iodine-catalyzed guanylation of primary amines can be accomplished with N,N′-di-Boc-thiourea and TBHP to afford the corresponding guanidines in 40-99% yields. Oxidation of the HI byproduct by TBHP eliminates the need for an extra base to prevent the protonation of substrates and makes the reaction especially useful for both electronically and sterically deactivated primary anilines.

Method for synthesizing substituted guanidine

The invention provides a method for synthesizing substituted guanidine. The method of the invention is provided against heavy metals or complex oxidants needed in convectional methods for synthesizingthe substituted guanidine. The method comprises the following steps: carrying out an elemental iodine-mediated thiourea desulphurization reaction on economical and easily available N,N'-bis-tert-butoxycarbonylthiourea to generate an active carbodiimide active intermediate, and attacking the intermediate with free amine to remove a protecting group in order to finally realize the preparation of the guanidine containing different substituent groups. The method for synthesizing substituted guanidine of the present invention has the advantages of mild reaction conditions and high efficiency, andis expected to be applied to later modification of drug molecules and natural products.

Synthetic method for preparing substituted guanidine by iodine-catalyzed thiourea desulfurization

The invention discloses a synthetic method for preparing substituted guanidine by iodine-catalyzed thiourea desulfurization, aiming at the fact that excessive heavy metals or oxidizing agents are required for synthesizing substituted guanidine in a traditional method. According to the method, starting from economical N,N'-di-tert-butyloxycarbonyl thiourea easy to obtain, a catalyst-involved thiourea desulfurization reaction is carried out to realize the preparation of guanidine containing different substituents. The synthetic method for preparing the substituted guanidine does not need additional alkali, has high atom economy and is mainly used for late modification of drug molecules and natural products.

Upper rim guanidinocalix[4]arenes as artificial phosphodiesterases

Calix[4]arene derivatives, blocked in the cone conformation and functionalized with two to four guanidinium units at the upper rim were synthesized and investigated as catalysts in the cleavage of the RNA model compound 2-hydroxypropyl p-nitrophenyl phosp

A novel, facile methodology for the synthesis of N,N′-bis(tert-butoxycarbonyl)-protected guanidines using polymer-supported carbodiimide

A novel methodology for the synthesis of guanidines from amines has been developed using polymer assisted synthesis, potentially allowing the preparation of series of compounds in a high throughput manner. The methodology comprises the use of polymer-supported carbodiimide as the activating agent for N,N′-bis(tert-butoxycarbonyl) thiourea with polymer-supported trisamine as a scavenger, followed by deprotection with trifluoroacetic acid. For the first time, polymer-supported carbodiimide has been utilized as an activating agent to synthesize guanidines.

A convenient preparation of monosubstituted N,N'-di(Boc)-protected guanidines

1-H-Pyrazole-1-[N,N'-bis(tert-butoxycarbonyl)]carboxamidine (1) reacts under mild conditions with a number of amines and amino acids to give the respective protected guanidines in moderate to high isolated yields.