5-(HYDROXYMETHYL)-1H-IMIDAZOLE-4-CARBOXYLIC ACID METHYL ESTER

Base Information

• Chemical Name: 5-(HYDROXYMETHYL)-1H-IMIDAZOLE-4-CARBOXYLIC ACID METHYL ESTER
• CAS No.: 82032-43-7
• Molecular Formula: C6H8N2O3
• Molecular Weight: 156.141
• Hs Code.: 2933290090
• Mol file: 82032-43-7.mol

Synonyms:methyl 5-(hydroxymethyl)-1H-imidazole-4-carboxylate;1H-imidazole-4-carboxylic acid, 5-(hydroxymethyl)-, methyl ester;

Chemical Property of 5-(HYDROXYMETHYL)-1H-IMIDAZOLE-4-CARBOXYLIC ACID METHYL ESTER

Chemical Property:

• Melting Point: 173 °C
• Boiling Point: 459.1 °C at 760 mmHg
• Flash Point: 231.4 °C
• PSA: 75.21000
• Density: 1.385 g/cm³
• LogP: -0.31140
• Storage Temp.: 2-8°C

Purity/Quality:

98% ^*data from raw suppliers

Methyl 5-(Hydroxymethyl)-1H-imidazole-4-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 5-(HYDROXYMETHYL)-1H-IMIDAZOLE-4-CARBOXYLIC ACID METHYL ESTER

There total 3 articles about 5-(HYDROXYMETHYL)-1H-IMIDAZOLE-4-CARBOXYLIC ACID METHYL ESTER 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: 90.0%

methyl 4-hydroxymethyl-1-triphenylmethylimidazole-5-carboxylate (82048-30-4) → triphenylmethyl alcohol (76-84-6) + methyl 4(5)-hydroxymethylimidazole-5(4)-carboxylate (82032-43-7)

Guidance literature:

In ethanol; acetic acid; for 0.75h; Heating;

DOI:10.1139/v82-107

Reference yield:

dimethyl imidazole-4,5-dicarboxylate (3304-70-9) → methyl 4(5)-hydroxymethylimidazole-5(4)-carboxylate (82032-43-7)

Guidance literature:

Multi-step reaction with 3 steps

1: 93 percent / triethylamine / dimethylformamide / 4 h / Ambient temperature

2: sodium borohydride, lithium bromide / bis-(2-methoxy-ethyl) ether / 1.)25 degC, 7 h, 2.) 0 degC overnight, 3.) 25 degC 5 h

3: 90 percent / ethanol; acetic acid / 0.75 h / Heating

With sodium tetrahydroborate; triethylamine; lithium bromide; In ethanol; diethylene glycol dimethyl ether; acetic acid; N,N-dimethyl-formamide;

DOI:10.1139/v82-107

Reference yield:

dimethyl 1-triphenylmethylimidazole-4,5-dicarboxylate (77134-73-7) → methyl 4(5)-hydroxymethylimidazole-5(4)-carboxylate (82032-43-7)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium borohydride, lithium bromide / bis-(2-methoxy-ethyl) ether / 1.)25 degC, 7 h, 2.) 0 degC overnight, 3.) 25 degC 5 h

2: 90 percent / ethanol; acetic acid / 0.75 h / Heating

With sodium tetrahydroborate; lithium bromide; In ethanol; diethylene glycol dimethyl ether; acetic acid;

DOI:10.1139/v82-107

upstream raw materials:

methyl 4-hydroxymethyl-1-triphenylmethylimidazole-5-carboxylate

dimethyl imidazole-4,5-dicarboxylate

dimethyl 1-triphenylmethylimidazole-4,5-dicarboxylate

Refernces