HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → HCID 14512529, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Dabco | HCID 9237 | — |
| Reactant | Dimethylthiocarbamoyl chloride | HCID 27871 | — |
| Reactant | Methyl 5-bromosalicylate | HCID 77683 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 14512529 | HCID 14512529 | 91% |
Reaction Steps
To a mixture of 5-Bromo-2-hydroxy-benzoic acid methyl ester (29.8 g, 129 mmol) and dimethylthiocarbamoyl chloride (17.54 g, 142 mmol) in DMF at room temperature was added DABCO (21.7 g, 193.5 mmol). The resulting mixture, after being stirred at room temperature overnight, was diluted with water (1.25 L) and acidified to a pH˜4 using 1 N HCl. The precipitate was collected, rinsed with water and dried in vacuo to provide crude 5-bromo-2-dimethylthiocarbamoyloxy-benzoic acid methyl ester as an off-white solid in 91% yield. The product was used directly in the subsequent reaction without purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08927591B2 |
| Source dataset | uspto-grants-2015_01 |
| ORD ID | ord-ce1a4dbdae5b4549b55ad9a865b6600b |
| Source note | uspto-grants-2015_01 |