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 D-7 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 1 N 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 | US07863292B2 |
| Source dataset | uspto-grants-2011_01 |
| ORD ID | ord-81c8a9b08d334f11819414f400670677 |
| Source note | uspto-grants-2011_01 |