5-Bromo-2-hydrazinopyrimidine

Base Information

• Chemical Name: 5-Bromo-2-hydrazinopyrimidine
• CAS No.: 823-89-2
• Molecular Formula: C4H5 Br N4
• Molecular Weight: 189.014
• Hs Code.: 2933990090
• European Community (EC) Number: 689-296-6
• DSSTox Substance ID: DTXSID90375496
• Nikkaji Number: J2.342.247F
• Wikidata: Q72456775
• Mol file: 823-89-2.mol

Synonyms:5-Bromo-2-hydrazinopyrimidine;823-89-2;(5-bromopyrimidin-2-yl)hydrazine;5-bromo-2-hydrazinylpyrimidine;2-Hydrazino-5-bromopyrimidine;SCHEMBL937703;5-Bromo-2-hydrazino-pyrimidine;5-bromo-2-pyrimidinyl hydrazine;DTXSID90375496;JUOYVELUZXXEGE-UHFFFAOYSA-N;2-(5-Bromopyrimidin-2-yl)hydrazine;MFCD03452780;AKOS000425252;AB15474;CS-W023199;PS-5990;AM20100800;FT-0632989;EN300-94256

Chemical Property of 5-Bromo-2-hydrazinopyrimidine

Chemical Property:

• Vapor Pressure: 3.29E-05mmHg at 25°C
• Melting Point: 205-207(dec.)
• Boiling Point: 354.7ºC at 760 mmHg
• PKA: 5.42±0.20(Predicted)
• Flash Point: 168.3ºC
• PSA: 63.83000
• Density: 1.915g/cm3
• LogP: 1.29800
• Storage Temp.: Keep in dark place,Inert atmosphere,Store in freezer, under -20°C
• XLogP3: 0.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 187.96976
• Heavy Atom Count: 9
• Complexity: 80.6

Purity/Quality:

98%,99%, ^*data from raw suppliers

5-Bromo-2-hydrazinopyrimidine ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(C=NC(=N1)NN)Br

Technology Process of 5-Bromo-2-hydrazinopyrimidine

There total 2 articles about 5-Bromo-2-hydrazinopyrimidine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 99.0%

5-Bromo-2-chloropyrimidine (32779-36-5) → 1-(5-bromopyrimidin-2-yl)hydrazine (823-89-2)

Guidance literature:

With hydrazine hydrate; In methanol; at 80 ℃; for 18h;

DOI:10.1021/acs.jmedchem.1c00047

Reference yield:

→ 1-(5-bromopyrimidin-2-yl)hydrazine (823-89-2)

Guidance literature:

2-Nitramino-5-brompyrimidin, H2NNH2*H2O;

Reference yield: 100.0%

3,4-dimethoxy-benzaldehyde (120-14-9) + 1-(5-bromopyrimidin-2-yl)hydrazine (823-89-2) → (E)-2-(3,4-dimethoxybenzylidene)-1-(5-bromopyrimidin-2-yl)hydrazine (1272659-62-7)

Guidance literature:

In ethanol; at 20 ℃; for 7h; Reflux;

DOI:10.1016/j.molstruc.2010.11.054

upstream raw materials:

5-Bromo-2-chloropyrimidine

Downstream raw materials:

(E)-2-(3-acetylbenzylidene)-1-(5-bromopyrimidin-2-yl)hydrazine

(E)-2-(4-methoxybenzylidene)-1-(5-bromopyrimidin-2-yl)hydrazine

(E)-2-(4-carboxybenzylidene)-1-(5-bromopyrimidin-2-yl)hydrazine

(E)-2-(3,4-dimethoxybenzylidene)-1-(5-bromopyrimidin-2-yl)hydrazine

Refernces

• 1、 Le Fouler, Vincent,Chen, Yu,Gandon, Vincent,Bizet, Vincent,Salomé, Christophe,Fessard, Thomas,Liu, Fang,Houk,Blanchard, Nicolas. "Activating Pyrimidines by Pre-distortion for the General Synthesis of 7-Aza-indazoles from 2-Hydrazonylpyrimidines via Intramolecular Diels-Alder Reactions". supporting information. p. 15901 - 15909. Retrieved 2019/10/22.
• 2、 Salgado, Antonio,Varela, Carmen,García Collazo, Ana María,García, Fernando,Pevarello, Paolo,Alkorta, Ibon,Elguero, José. "Synthesis of [1,2,4]-triazolo[1,5-a]pyrimidines by Dimroth rearrangement of [1,2,4]-triazolo[4,3-a]pyrimidines: A theoretical and NMR study". experimental part. p. 13 - 24. Retrieved 2011/04/14.