32111-21-0

Usage

Chemical Properties

Colorless to brown liquid

InChI:InChI=1/C4H3IN2/c5-4-3-6-1-2-7-4/h1-3H

Upstream product

• 290-37-9 1,4-pyrazine 
• 14508-49-7 2-chloropyrazin 
• 10034-85-2 hydrogen iodide 
• 5049-61-6 2-Aminopyrazine 

Downstream Products

• 125059-55-4 (1R,3S,4S)-3-Pyrazin-2-yl-1-aza-bicyclo[2.2.1]heptan-3-ol 
• 135276-26-5 exo-3-(1,4-diazin-2-yl)-3-hydroxy-1-azabicyclo<2.2.1>heptane 
• 212471-35-7 2-iodo-3-formylpyrazine 
• 212471-40-4 (3-iodo-2-pyrazine)carboxylic acid 
• 58139-08-5 2-iodo-3-methyl-pyrazine 
• 58139-07-4 2,3-diiodopyrazine 
• 98792-43-9 (α-hydroxybenzyl)pyrazine 
• 107697-83-6 2-(phenylsulfanyl)pyrazine 

Relevant academic research and scientific papers

Direct Transformation of Arylamines to Aryl Halides via Sodium Nitrite and N-Halosuccinimide

A one-pot universal approach for transforming arylamines to aryl halides via reaction with sodium nitrite (NaNO2) and N-halosuccinimide (NXS) in DMF at room temperature under metal- and acid-free condition is described. This new protocol that is complementary to the Sandmeyer reaction, is suggested to involve the in situ generation of nitryl halide induce nitrosylation of aryl amine to form the diazo intermediate which is halogenated to furnish the aryl halide.

Transforming LiTMP Lithiation of Challenging Diazines through Gallium Alkyl Trans-Metal-Trapping

This study establishes a new trans-metal-trapping (TMT) procedure based on a mixture of LiTMP (the base) and tris(trimethylsilylmethyl)gallium [Ga(CH2SiMe3)3, GaR3] (the trap) that, operating in a tandem manner, is effective for the regioselective deprotonation of sensitive diazines in hydrocarbon solution, as illustrated through reactions of pyrazine, pyridazine, and pyrimidine, as well as through the N-S heterocycle benzothiazole. The metallo-activated complexes of all of these compounds were isolated and structurally defined.

An efficient and mild ortho-zincation of aromatics and heterocycles by using TMP2Mg·2LiCl in the presence of ZnCl2

A variety range of functionalized aryl and heteroaryl zinc reagents were efficiently generated by using TMP2Mg·2LiCl (TMP = 2,2,6,6-tetramethylpiperamidyl) in the presence of ZnCl2. The subsequently functionalization gave after react

METHODS FOR SYNTHESIZING ANTIVIRAL COMPOUNDS

New synthetic methods and intermediates are provided for the synthesis of antiviral compounds.

Synthesis of 2,5-diiodopyrazine by deprotonative dimetalation of pyrazine

The deproto-metalation reactions of pyrimidine and pyrazine were regioselectively carried out using lithium tris(2,2,6,6-tetramethylpiperidino) cadmate in tetrahydrofuran at room temperature. This result was demonstrated by subsequent trapping with iodine to afford 4-iodopyrimidine and 2-iodopyrazine in 71% and 63% yields, respectively. The same reaction performed on pyridazine afforded a mixture of the 3- and 4-iodo derivatives (55% and 41% yields, respectively). From pyrazine, access to the 2,5-diiodo derivative (40% on a 25 mmol scale) proved possible using a larger amount of base (1 equiv instead of 0.33). Georg Thieme Verlag Stuttgart.

Deprotonative cadmation of functionalized aromatics

This communication describes the deproto-metalation of a large range of aromatics including heterocycles using a newly developed lithium-cadmium base; the reaction proceeds at room temperature with an excellent chemoselectivity and efficiency, and proved to be regioselective in most cases. The Royal Society of Chemistry.

Lithium-mediated zincation of pyrazine, pyridazine, pyrimidine, and quinoxaline

(Chemical Equation Presented) Deprotonation of pyrazine, pyridazine, pyrimidine, and quinoxaline using an in situ mixture of ZnCl2· TMEDA (0.5 equiv) and LiTMP (1.5 equiv) was studied. Pyrazine and pyrimidine were deprotonated in THF at room te

First metallation of iodo diazines. Iodo and nitrogen directed metallations. Diazines XXII

Lithiation of iodopyrazine and 4-iodo-2-methylthiopyrimidine followed by reaction with various electrophiles was successfully achieved and was used to synthesize new pyrazine and pyrimidine derivatives. Iodo and nitrogen directed metallations were observed.

Diazines. 13. Metalation without Ortho-Directing Group Functionalization of Diazines via Direct Metalation

The successful metalation of diazines without an ortho-directing group is described.In some cases, dimers were obtained.The metalation was optimal with LTMP if a 4-fold excess of metalating agent was used, with a very short metalation reaction time at -75

Pyrazine compound useful as plant growth regulators

Pyrazine derivatives useful as plant growth regulating agents have the general formula: STR1 and stereoisomers thereof, wherein R1 is C1 -C4 alkyl optionally substituted with halogen, or cyclopropyl optionally substituted with C1 -C4 alkyl; R2 is C1 -C8 alkyl, C2 -C8 alkenyl, or C2 -C8 alkynyl each optionally substituted with halogen; C3 -C6 cycloalkyl, C3 -C6 cycloalkenyl, C3 -C6 cycloalkylalkyl, C3 -C6 cycloalkenylalkyl, phenylalkenyl or phenylalkynyl each optionally substituted on the ring group; R3 is hydrogen or C1 -C4 alkyl; R4 is hydrogen, C1 -C4 alkyl, halogen, alkylamino, cyano, or alkoxy; n is 0 or 1; and salts, ethers, acylates and metal complexes thereof.