HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → Methyl 2-(azidomethyl)-3-nitrobenzoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Sodium Azide | HCID 33557 | — |
| Reactant | Methyl 2-(bromomethyl)-3-nitrobenzoate | HCID 1487795 | — |
| Solvent | tert-Butyl methyl ether | HCID 15413 | — |
| Product | Methyl 2-(azidomethyl)-3-nitrobenzoate | HCID 71417999 | 89.6% |
Reaction Steps
10 g (36.5 mmol) of 2-(bromomethyl)-3-nitrobenzoic acid methyl ester is mixed with 36 ml of N,N-dimethylformamide and 24 ml of water. After 3.54 g of sodium azide is added, the batch is stirred overnight. The reaction mixture is diluted with methyl-tert butyl ether, and washed twice with water and once with brine. After drying on sodium sulfate, it is filtered, and the solvent is spun off. The desired azide is obtained in a yield of 89.6% (7.72 g) and further incorporated in crude form.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07662821B2 |
| Source dataset | uspto-grants-2010_02 |
| ORD ID | ord-9beade98b0b54faf90a49b00dc5a9505 |
| Source note | uspto-grants-2010_02 |