HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Thiosulfate → HCID 53236719, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Thiosulfate | HCID 24477 | — |
| Reactant | Potassium hydroxy sulfite | HCID 23707502 | — |
| Reactant | 4-(2-amino-pyrimidin-5-yl)-N1-tert-butyl-benzene-1,2-diamine | HCID 58541899 | — |
| Reactant | 2-(2,4-Dimethyl-thiazol-5-yl)-5-methoxy-benzaldehyde | HCID 58542002 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 53236719 | HCID 53236719 | 43% |
Reaction Steps
To a solution of 4-(2-amino-pyrimidin-5-yl)-N1-tert-butyl-benzene-1,2-diamine (100 mg, 0.39 mmol) in DMF (5 mL) is added 2-(2,4-dimethyl-thiazol-5-yl)-5-methoxy-benzaldehyde (144 mg, 0.58 mmol) at room temperature. Oxone (239 mg, 0.39 mmol) in H2O (1 mL) is added and the solution is stirred for 4 hours. Saturated sodium thiosulfate solution (5 mL) is added and the mixture is extracted with EtOAc (3×10 mL) and H2O (10 mL). The combined organic layer is dried with MgSO4 and is filtered. The filtrate is concentrated and the residue is purified by silica gel flash column chromatography eluting with 10% MeOH in CH2Cl2 to afford the title compound (81 mg, 43%) as a pale brown foam. LCMS (ESMS): m/z 485.72 (M++1)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08420655B2 |
| Source dataset | uspto-grants-2013_04 |
| ORD ID | ord-cd15a7c7d9474ab8961fb4ebf8bd6bbd |
| Source note | uspto-grants-2013_04 |