1-(2-Hydroxyethyl)-1,2,3-triazole-4-carbaldehyde

Base Information

• Chemical Name: 1-(2-Hydroxyethyl)-1,2,3-triazole-4-carbaldehyde
• CAS No.: 158877-12-4
• Molecular Formula: C₅H₇N₃O₂
• Molecular Weight: 141.129
• European Community (EC) Number: 856-868-3
• Mol file: 158877-12-4.mol

Synonyms:158877-12-4;1-(2-hydroxyethyl)triazole-4-carbaldehyde;1-(2-hydroxyethyl)-1,2,3-triazole-4-carbaldehyde;1-(2-Hydroxyethyl)-1H-1,2,3-triazole-4-carbaldehyde;1H-1,2,3-Triazole-4-carboxaldehyde, 1-(2-hydroxyethyl)- (9CI);AKOS013568177;EN300-95832;Z1216828009

Chemical Property of 1-(2-Hydroxyethyl)-1,2,3-triazole-4-carbaldehyde

Chemical Property:

• PSA: 68.01000
• LogP: -0.91710
• XLogP3: -1.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 141.053826475
• Heavy Atom Count: 10
• Complexity: 120

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(N=NN1CCO)C=O

Technology Process of 1-(2-Hydroxyethyl)-1,2,3-triazole-4-carbaldehyde

There total 2 articles about 1-(2-Hydroxyethyl)-1,2,3-triazole-4-carbaldehyde 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: 91.0%

4-(diethoxymethyl)-1-(2-hydroxyethyl)-1H-1,2,3-triazole (1354569-86-0) → 1-(2-hydroxyethyl)-1,2,3-triazole-4-carbaldehyde (158877-12-4)

Guidance literature:

With trifluoroacetic acid; In chloroform; water; at 0 ℃; for 2h;

DOI:10.1021/jm201400q

Reference yield: 69.0%

Propargylic aldehyde (624-67-9) + 2-azidoethanol (1517-05-1) → 1-(2-hydroxyethyl)-1,2,3-triazole-4-carbaldehyde (158877-12-4)

Guidance literature:

In dichloromethane; for 20h; Ambient temperature;

DOI:10.7164/antibiotics.47.1030

Reference yield:

1-(2-hydroxyethyl)-1,2,3-triazole-4-carbaldehyde (158877-12-4) → p-methoxybenzyl (3S,5R,6E)-6-<1-<1-<2-(1-methylimidazol-2-yl)sulfonylethyl>-1,2,3-triazol-4-yl>methylene>penicillanate 1,1-dioxide (158877-26-0)

Guidance literature:

Multi-step reaction with 5 steps

1: 1.) Et₃N, (CF₃SO₂)2O, 2.) Et₃N / 1.) CH₂Cl₂, -15 deg C - -20 deg C, 3.5 h, 2.) CH₂Cl₂, r.t., overnight

2: 1.) CH₃MgBr / 1.) THF, -78 deg C, 15 min, 2.) THF, CH₂Cl₂, -78 deg C, 10 h

3: 90 percent / pyridine / tetrahydrofuran / Ambient temperature

4: 51 percent / 1,5-diazabicyclo<4.3.0>non-5-ene / CH₂Cl₂ / 0.33 h / -70 °C

5: 67 percent / 32percent CH₃CO₃H / CH₂Cl₂ / Ambient temperature

With pyridine; peracetic acid; trifluoromethylsulfonic anhydride; DBN; methylmagnesium bromide; triethylamine; In tetrahydrofuran; dichloromethane;

DOI:10.7164/antibiotics.47.1030

upstream raw materials:

Propargylic aldehyde

2-azidoethanol

4-(diethoxymethyl)-1-(2-hydroxyethyl)-1H-1,2,3-triazole

Downstream raw materials:

1-<2-(2-phenyl-1,3,4-thiadiazol-5-yl)thioethyl>-1,2,3-triazole-4-carbaldehyde

p-methoxybenzyl (3S,5R,6S)-6-<(1RS)-1-hydroxy-1-<1-<2-(1-methylimidazol-2-yl)thioethyl>-1,2,3-triazol-4-yl>methyl>penicillanate 1,1-dioxide

p-methoxybenzyl (3S,5R,6S)-6-<(1RS)-1-acetoxy-1-<1-<2-(1-methylimidazol-2-yl)thioethyl>-1,2,3-triazol-4-yl>methyl>penicillanate 1,1-dioxide

p-methoxybenzyl (3S,5R,6S)-6-<(1RS)-1-hydroxy-1-<1-<2-(2-phenyl-1,3,4-thiadiazol-5-yl)thioethyl>-1,2,3-triazol-4-yl>methyl>penicillanate 1,1-dioxide