HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,1'-Carbonyldiimidazole → 4-[(Imidazole-1-carbonyl)-amino]-2-methoxy-benzoic acid methyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,1'-Carbonyldiimidazole | HCID 68263 | — |
| Reactant | Methyl 4-amino-o-anisate | HCID 168705 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 4-[(Imidazole-1-carbonyl)-amino]-2-methoxy-benzoic acid methyl ester | HCID 67095171 | 92.8% |
Reaction Steps
To a mixture of 4-amino-2-methoxy-benzoic acid methyl ester (1.000 g, 5.246 mmol, Maybridge) in N,N-dimethyl formamide (20.0 mL) was added 1,1′-carbonyldiimidazole (Aldrich, 919.8 mg, 5.502 mmol). After it was stirred at rt for 21 hrs under an argon atmosphere, the solvent was removed and 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]-2-methoxy-benzoic acid methyl ester (1.34 g, 4.87 mmol, 92.8%) 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-c6ccc5201261474cada8ffb36d44e316 |
| Source note | uspto-grants-2011_09 |