HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanol → 4-(6,7-Dimethoxy-9H-1,3,9-triaza-fluoren-4-yl)-piperazine-1-carbothioic acid(benzo[1,3]dioxol-5-ylmethyl)-amide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | 6,7-dimethoxy-4-piperazino-9H-pyrimido[4,5-b]indole | HCID 14293784 | — |
| Reactant | N-Benzo[1,3]dioxol-5-ylmethyl-thioformamide chloride | HCID 86601006 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 4-(6,7-Dimethoxy-9H-1,3,9-triaza-fluoren-4-yl)-piperazine-1-carbothioic acid(benzo[1,3]dioxol-5-ylmethyl)-amide | HCID 11237489 | — |
Reaction Steps
To a solution of 6,7-dimethoxy-4-piperazino-9H-pyrimido[4,5-b]indole (200 mg, 0.64 mmol) and pyridine (0.5 mL, 6.4 mmol) in dichloromethane (20 mL) was added the solution of product 1c in dichloromethane (20 mL) and the mixture was stirred overnight. Methanol was added to quench excess thiophosgene, and the residue after removal of solvent was purified by silica gel column chromatography eluting with 5% methanol/dichloromethane and further recrystallized from dichloromethane/hexane to give 130 mg (40%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08999988B2 |
| Source dataset | uspto-grants-2015_04 |
| ORD ID | ord-41f617e46bee4451881d8d6e13dc5692 |
| Source note | uspto-grants-2015_04 |