HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 4-Dimethylthiocarbamoyloxy-7-phenoxy-isoquinoline-3-carboxylic acid butyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Dabco | HCID 9237 | — |
| Reactant | Dimethylthiocarbamoyl chloride | HCID 27871 | — |
| Reactant | 4-Hydroxy-7-phenoxy-isoquinoline-3-carboxylic acid butyl ester | HCID 66712951 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 4-Dimethylthiocarbamoyloxy-7-phenoxy-isoquinoline-3-carboxylic acid butyl ester | HCID 86595464 | — |
Reaction Steps
To a solution of 1.5 g of 4-Hydroxy-7-phenoxy-isoquinoline-3-carboxylic acid butyl ester, Example A-65.f, in 6.3 ml of anhydrous DMF was added 578 mg of dimethylthiocarbamoylchloride and 1.5 g of 1,4-diazabicyclo[2.2.2]octane. The mixture was stirred overnight at room temperature. The mixture was poured into 30 ml of 1N HCl and extracted three times with 30 ml portions of ethyl acetate. The organic fractions were washed with water and brine, dried over anhydrous sodium sulfate, and concentrated to 1.9 g of product; MS (+) m/z 425.27 (M+1)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09339527B2 |
| Source dataset | uspto-grants-2016_05 |
| ORD ID | ord-5e3d226da9f64df49a333c443c2b43d2 |
| Source note | uspto-grants-2016_05 |