Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Formaldehyde | HCID 712 | — |
| Reactant | Dichloromethane | HCID 6344 | — |
| Reactant | Methyl 1-methyl-1H-imidazole-5-carboxylate | HCID 2736896 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 59711806 | HCID 59711806 | 56% |
Reaction Steps
A suspension of 3-methyl-3H-imidazole-4-carboxylic acid methyl ester (4.0 g, 29 mmol) and paraformaldehyde (18 g, corresponding to 570 mmol) in methanol (40 ml) was heated in a sealed vessel to 135° C. for 60 h. After cooling to ambient temperature, the solution was evaporated to dryness. Flash chromatography (silica, eluent dichloromethane containing 5% methanol) afforded the title compound as white crystals (56% yield). MS: m/e=171(M+H+), mp 145-147° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US07371749B2 |
|---|
| Source dataset | uspto-grants-2008_05 |
|---|
| ORD ID | ord-6426b833a56f4f979a3b200dcc32dd28 |
|---|
| Source note | uspto-grants-2008_05 |
|---|
