HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diethyl Ether → Methyl benzo[d]thiazole-6-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diethyl Ether | HCID 3283 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | Benzothiazole-6-carboxylic acid | HCID 601670 | — |
| Reactant | N-Methyl-N'-nitro-N-nitrosoguanidine | HCID 135436526 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | Methyl benzo[d]thiazole-6-carboxylate | HCID 595763 | 102% |
Reaction Steps
Add 1-methyl-3-nitro-1-nitrosoguanidine (5.0 g, 33.9 mmol) to a mixture of diethyl ether (20 mL) and 1N aqueous NaOH (20 mL) at ambient temperature. Separate the organic layer and add it slowly to a solution of benzothiazole-6-carboxylic acid (1.0 g, 5.58 mmol) in THF (50 mL) at 0° C. Evaporate the solvent to obtain the desired intermediate as a yellow solid (1.1 g, 100%). MS (ES+) m/z: 194 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08022062B2 |
| Source dataset | uspto-grants-2011_09 |
| ORD ID | ord-2558141ffd684e63b19fc19e482332db |
| Source note | uspto-grants-2011_09 |