HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,1'-Carbonyldiimidazole → 4-{[(Imidazole-1-carbonyl)-amino]-methyl}-2-methoxy-benzoic acid methyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,1'-Carbonyldiimidazole | HCID 68263 | — |
| Reactant | Methyl 4-(aminomethyl)-2-methoxybenzoate | HCID 67094960 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 4-{[(Imidazole-1-carbonyl)-amino]-methyl}-2-methoxy-benzoic acid methyl ester | HCID 67095326 | 101.8% |
Reaction Steps
To a mixture of 4-aminomethyl-2-methoxy-benzoic acid methyl ester (149 mg, 0.763 mmol) in N,N-dimethyl formamide (4.0 mL) was added 1,1′-carbonyldiimidazole (Aldrich, 127 mg, 0.762 mmol). After it was stirred at rt for 16 hrs under an argon atmosphere, the reaction mixture was extracted with EtOAc, and washed with water (2×), and saturated NaCl. The organic phase was separated, dried over Na2SO4, filtered and concentrated to give 4-{[(imidazole-1-carbonyl)-amino]-methyl}-2-methoxy-benzoic acid methyl ester (224.3 mg, 101% crude) which was used without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08017607B2 |
| Source dataset | uspto-grants-2011_09 |
| ORD ID | ord-6a767bbc3db04fafba9821c02162003f |
| Source note | uspto-grants-2011_09 |