HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Thiosulfate → HCID 53236717, 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-Methyl-thiazol-4-yl)-benzaldehyde | HCID 58542038 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 53236717 | HCID 53236717 | 84.8% |
Reaction Steps
To a solution of 4-(2-amino-pyrimidin-5-yl)-N1-tert-butyl-benzene-1,2-diamine (50 mg, 0.19 mmol) in DMF (5 mL) is added 2-(2-methyl-thiazol-4-yl)-benzaldehyde (59 mg, 0.29 mmol) at room temperature. Oxone (119 mg, 0.19 mmol) in H2O (1 mL) is added and the solution is stirred for 1 hour. 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 (MgSO4), filtered and concentrated and the residue is purified by silica gel flash column chromatography eluting with 10% MeOH in CH2Cl2 to afford the title compound (71 mg, 83%) as a pale brown solid. LCMS (ESMS): m/z 441.20 (M++1)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08420655B2 |
| Source dataset | uspto-grants-2013_04 |
| ORD ID | ord-cde1c2c1a98a43af82f72f03feb1ba2c |
| Source note | uspto-grants-2013_04 |