25602-39-5

Upstream product

• 17720-99-9 4-aminothiazole 
• 1558-67-4 formic anhydride 
• 96-50-4 2-thiazolylamine 
• 6142-05-8 aminothiazole hydrochloric acid 
• 109-94-4 formic acid ethyl ester 
• 67-66-3 chloroform 
• 68970-85-4 thiazolo[3,2-a]pyrimidinylium; chloride 
• 2258-42-6 formyl acetic anhydride 
• 255842-15-0 2-Thiazolyl isocyanide 
• 68-12-2 N,N-dimethyl-formamide 
• 64-18-6 formic acid 
• 592-84-7 n-butyl formate 

Downstream Products

• 18876-89-6 N¹,N¹-dimethyl-N²-(thiazol-2-yl)formamidine 
• 6142-06-9 2-methylaminothiazole 
• 53995-64-5 3-amino-2-formylamino-thiazolium; 2,4,6-trimethyl-benzenesulfonate 

Relevant academic research and scientific papers

Covalently bonded zwitterionic sulfamic acid onto the SBA-15 (SBA-15/PrEn-NHSO3H) reveals good Bronsted acidity behavior and catalytic activity in N-formylation of amines

Ethylenediamine-functionalization of SBA-15 with N1-(3-(trimethoxysilyl)propyl)ethane-1,2-diamine (PrEn) was then underwent covalent sulfonation over secondary and primary amine groups (SBA-15/PrEn-NHSO3H) on the surface of the mesoporous SBA-15 pore walls. Scanning electron microscope (SEM), transmission electron microscope (TEM), SEM-energy dispersive X-ray (SEM-EDX), BET surface are analysis, thermal gravimetric (TG), FT-IR spectrums and CHNS were recorded for the characterization of SBA-15/PrEn-NHSO3H. This material was studied as a novel catalyst for N-formylation of amines. Based on the results, SBA-15/PrEn-NHSO3H acted as zwitterionic IL-type heterogeneous catalyst with simple separation feature from the reaction mixture. Moreover, it exhibited excellent recyclability at least for 12 times, and a higher catalytic activity toward N-formylation.

Sulphuric acid immobilized on silica gel (H2SO4-SiO2) as an eco-friendly catalyst for transamidation

A novel method of transamidation of carboxamides with amines by using catalytic amounts of H2SO4-SiO2 has been developed under solvent free conditions. The transamidation is compatible with a wide range of aromatic, heteroaromatic, aliphatic, cyclic/acyclic primary or secondary amines. The metal/solvent-free conditions represent a significant improvement over other existing methods as the reaction can be performed in open air conditions and no column purification is required. The versatility of this methodology was further demonstrated by synthesizing the commercially available drug procainamide.

Preparation and catalytically study of metal-organic frameworks of amine/MIL-53 (Al) as a powerful option in the rapid N-formylation condensation in neat conditions

This paper reports on the preparation and application of amine/MIL-53 (Al) as highly active catalysts for the N-formylation reaction. These Al-MOFs were found to be an efficient, selective and waste-free green solid catalyst for the net condensation of amines and formic acid. The catalyst can be isolated from the reaction mixture and reused at least 6 times.

Sulfated tungstate catalyzed highly accelerated N-formylation

Sulfated tungstate catalyzed, green, rapid, and practical method for N-formylation of amines using formic acid under solvent-free conditions is described. This method showed improvements over the reported in terms of yield, reaction time, and chemoselectivity.

Synthesis and rearrangement of N-methyl-N-(2-thiazolyl)-nitramine

Methylation of N-(2-thiazolyl)-nitramine in alkaline solution gives 1,2-dihydro-3-methyl-2-nitriminothiazole which rearranges in concentrated sulphuric acid yielding small amount of 2-(N-methylamino)-5-nitrothiazole, identical with the product of rearrangement of N-methyl-N-(2-thiazolyl)-nitramine. The latter compound was obtained by the action of sodium hydride on 2-(N-methylamino)-thiazole followed by the nitration with n-butyl nitrate.

Synthesis and reactions of aromatic and heterocyclic isocyanides

Reactions of halo-and nitroanilines with dichlorocarbene resulted in formation of the corresponding isocyanides in poor yields. Better results are obtained by treatment with phosphoryl chloride of formanilides having the same substituents. The latter procedure was used to prepare previously inaccessible derivatives of 2-pyridyl, 2-thiazolyl, and 1,3,4-thiadiazol-2-yl isocyanides. To prevent polymerization, the isocyanides were isolated as complexes with copper(I) bromide which can be decomposed with aqueous potassium cyanide to release free isocyanides. Aryl and heteryl isocyanides reacted with such nucleophiles as water and dimethylamine under mild conditions.

N-arylalkyl-N-heteroarylurea and guandine compounds and methods of treating HIV infection

A method for treating HIV which comprises a compound of the formula STR1 wherein A is STR2 and Zi is O, Se, NRa or C(Ra)2, and Zii is --O or (=O)2 ; wherein R1, R2, R3, and R4 are as defined in the specification.

Process for formylation

Organic basic nitrogen compounds are formylated in the presence of acetic anhydride by adding the nitrogen compound as a salt and carrying out the formylation with an alkali or ammonium formate in an organic solvent having limited miscibility with water.