100869-87-2

Upstream product

• 110-89-4 piperidine 
• 64-17-5 ethanol 
• 618-39-3 benzamidin 
• 1193-63-1 Cyclohexanone-2-carbaldehyde 
• 1670-14-0 benzamidine monohydrochloride 
• 87937-54-0 α-Methoxymethylenecyclohexanone 
• 108-01-0 2-(N,N-dimethylamino)ethanol 
• 108-94-1 cyclohexanone 
• 260798-97-8 1-acetamido-2-formyl-1-cyclohexene 
• 583-60-8 2-Methylcyclohexanone 
• 117360-45-9 1-bromo-2-(hydroxymethyl)cyclohex-1-ene 
• 121898-42-8 (2-Bromocyclohex-1-enyl)methyl bromide 
• 38127-47-8 2-bromocyclohex-1-ene-1-carbaldehyde 
• 31144-23-7 N-cyclohexylbenzimidoyl chloride 

Downstream Products

• 25855-20-3 2-phenylquinazoline 
• 203914-82-3 [2-Phenyl-6,7-dihydro-5H-quinazolin-(8E)-ylidene]-acetic acid methyl ester 

Relevant academic research and scientific papers

Augmentation of steroidal β-formylenamide with pyrazolo and benzimidazo moieties: A tandem approach to highly fluorescent steroidal heterocycles

A facile synthesis of pyrazolo[1,5-a]pyrimidine and benzimidazo[1,2-a]pyrimidine annulated steroids is described from the novel reaction of β-formyl enamides with amino pyrazoles, indazoles and benzimidazoles. Several of the products exhibited fluorescence properties with high quantum yields.

Construction of a Pyrimidine Framework through [3 + 2 + 1] Annulation of Amidines, Ketones, and N, N-Dimethylaminoethanol as One Carbon Donor

An efficient, facile, and eco-friendly synthesis of pyrimidine derivatives has been developed. It involves a [3 + 2 + 1] three-component annulation of amidines, ketones, and one carbon source. N,N-Dimethylaminoethanol is oxidized through C(sp3)-H activation to provide the carbon donor. One C-C and two C-N bonds are formed during the oxidative annulation process. The reaction shows good tolerance to many important functional groups in air, making this methodology a highly versatile alternative, and significant improvement to the existing methods for structuring a pyrimidine framework, especially 4-aliphatic pyrimidines.

Iron Catalysis for Modular Pyrimidine Synthesis through β-Ammoniation/Cyclization of Saturated Carbonyl Compounds with Amidines

An efficient method for the modular synthesis of various pyrimidine derivatives by means of the reactions of ketones, aldehydes, or esters with amidines in the presence of an in situ prepared recyclable iron(II)-complex was developed. This operationally simple reaction proceeded with broad functional group tolerance in a regioselective manner via a remarkable unactivated β-C-H bond functionalization. Control experiments were performed to gain deep understanding of the mechanism, and the reactions are likely to proceed through a designed TEMPO complexation/enamine addition/transient α-occupation/β-TEMPO elimination/cyclization sequence.

Copper powder-catalyzed coupling and cyclization of 1-bromoallyl bromides with amidine hydrochlorides leading to pyrimidines

1-Bromoallyl bromides are coupled and cyclized with amidine hydrochlorides in DMF at 130 °C in the presence of a catalytic amount of copper powder along with K3PO4 to give pyrimidines in moderate to good yields.

Microwave-assisted Pd-catalyzed synthesis of fused steroidal and non-steroidal pyrimidines from β-halo-α,β-unsaturated aldehydes

A Pd-catalyzed protocol has been developed for the synthesis of fused steroidal and non-steroidal pyrimidines from β-halo-α,β- unsaturated aldehydes under microwave irradiation. The β-halo-α, β-unsaturated aldehydes are synthesized from corresponding keto

One-pot synthesis of pyrimidines via cyclocondensation of β-bromovinyl aldehydes with amidine hydrochlorides

A series of pyrimidines were prepared by cyclocondensation of β-bromovinyl aldehydes with amidine hydrochlorides in the presence of Et3N in excellent yields (74-95%).

Iminophosphoranes in heterocyclic chemistry. A simple one-pot synthesis of dihydropyrimidines and pyrimidines

The condensation of N-triphenylphosphoraniliden-benzamidine with acyclic α,β-unsaturated aldehydes produces dihydropyrimidines in good to high yields. The methodology has been extended to alicyclic and heterocyclic aldehydes.

Regio- and stereoselective alkoxycarbonylmethylenation of partially saturated heterobicyclic compounds: First synthesis of 2-substituted quinazoline-8-acetic acid esters

The three-step synthesis of 2-substituted quinazol-8-yl acetates is described, introducing a completely new method for the regio- and stereoselective alkoxycarbonylmethylenation of tetrahydroquinazolines.

Acylcarbodiimides, V. Preparation of (N-Alkylbenzimidoyl)- and (N-Arylbenzimidoyl)carbodiimides; their Rearrangement to Aminoquinazolines and Dihydro-1,3,5-triazines

From imidoylthioureas 1 the imidoylcarbodiimides 3 were prepared directly or via iminothiadiazolines 2.Many of them can be rearranged to aminoquinazolines 5 or to dihydrotriazines 6.The latter reaction was investigated in more detail and explained mechani