Benzaldehyde, 4-(azidomethyl)-

Base Information

• Chemical Name: Benzaldehyde, 4-(azidomethyl)-
• CAS No.: 510772-10-8
• Molecular Formula: C8H7N3O
• Molecular Weight: 161.163
• Mol file: 510772-10-8.mol

Synonyms:

Chemical Property of Benzaldehyde, 4-(azidomethyl)-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Benzaldehyde, 4-(azidomethyl)-

There total 7 articles about Benzaldehyde, 4-(azidomethyl)- 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: 97.0%

4-(bromomethyl)benzaldehyde (51359-78-5) → 4-(azidomethyl)benzaldehyde (510772-10-8)

Guidance literature:

With sodium azide; In tetrahydrofuran; water; for 24h; Reflux;

DOI:10.1016/j.ejmech.2013.11.011

Reference yield:

4-cyanobenzyl bromide (17201-43-3) → 4-(azidomethyl)benzaldehyde (510772-10-8)

Guidance literature:

Multi-step reaction with 2 steps

1.1: diisobutylaluminium hydride / dichloromethane; toluene / 3 h / 0 - 20 °C

1.2: 1 h / 0 - 20 °C

2.1: sodium azide / dimethyl sulfoxide / 24 h / 20 °C

With sodium azide; diisobutylaluminium hydride; In dichloromethane; dimethyl sulfoxide; toluene;

DOI:10.1002/chem.201101832

Reference yield:

[4-(azidomethyl)phenyl]methanol (439691-96-0) → 4-(azidomethyl)benzaldehyde (510772-10-8)

Guidance literature:

With manganese(IV) oxide; In dichloromethane; at 40 ℃; for 48h; Inert atmosphere;

DOI:10.1021/acs.jmedchem.7b00463

upstream raw materials:

4-(bromomethyl)benzaldehyde

4-cyanobenzyl bromide

4-(hydroxymethyl)benzaldehyde diethyl acetal

4-(hydroxylmethyl)benzaldehyde

Downstream raw materials:

1,9-diformyl-5-[4-(azidomethyl)phenyl]dipyrromethane

5-[4-(azidomethyl)phenyl]dipyrromethane

tert-butyl N-(4-formylbenzyl)carbamate

[4-(azidomethyl)phenyl]methanol

Refernces

• 1、 Lenstra, Danny C.,Wolf, Joris J.,Mecinovi?, Jasmin. "Catalytic Staudinger Reduction at Room Temperature". . p. 6536 - 6545. Retrieved 2019/05/24.
• 2、 Brand, Stephen,Ko, Eun Jung,Viayna, Elisabet,Thompson, Stephen,Spinks, Daniel,Thomas, Michael,Sandberg, Lars,Francisco, Amanda F.,Jayawardhana, Shiromani,Smith, Victoria C.,Jansen, Chimed,De Rycker, Manu,Thomas, John,Maclean, Lorna,Osuna-Cabello, Maria,Riley, Jennifer,Scullion, Paul,Stojanovski, Laste,Simeons, Frederick R. C.,Epemolu, Ola,Shishikura, Yoko,Crouch, Sabrinia D.,Bakshi, Tania S.,Nixon, Christopher J.,Reid, Iain H.,Hill, Alan P.,Underwood, Tim Z.,Hindley, Sean J.,Robinson, Sharon A.,Kelly, John M.,Fiandor, Jose M.,Wyatt, Paul G.,Marco, Maria,Miles, Timothy J.,Read, Kevin D.,Gilbert, Ian H.. "Discovery and Optimization of 5-Amino-1,2,3-triazole-4-carboxamide Series against Trypanosoma cruzi". . p. 7284 - 7299. Retrieved 2017/09/22.