HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → N-(2,6-bis-methylamino-pyrimidin-4-yl)-4-chloro-benzenesulfonamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Methylamine hydrochloride | HCID 6364545 | — |
| Reactant | 4-chloro-N-(6-chloro-2-methylamino-pyrimidin-4-yl)-benzenesulfonamide | HCID 19353555 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | N-(2,6-bis-methylamino-pyrimidin-4-yl)-4-chloro-benzenesulfonamide | HCID 17774528 | 45% |
Reaction Conditions
| Temperature | 140 °C |
|---|
Reaction Steps
0.62 g (0.0019 mol) of 4-chloro-N-(6-chloro-2-methylamino-pyrimidin-4-yl)-benzenesulfonamide was dissolved in 10 ml of ethanol, treated with 1.67 g (0.025 mol) of methylamine hydrochloride and 6.2 ml (0.044 mol) of triethylamine and stirred in an autoclave at 140° C. for 18 hours. The mixture was freed completely from solvent, the residue was partitioned in ethyl acetate/water and the insoluble constituents were filtered off under suction. The filter cake was recrystallized in methanol/diethyl ether. There was obtained 0.28 g (45%) of N-(2,6-bis-methylamino-pyrimidin-4-yl)-4-chloro-benzenesulfonamide as white crystals; m.p. 272-273° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05932599 |
| Source dataset | uspto-grants-1999_08 |
| ORD ID | ord-68612966a89d455b940c8de2a0262785 |
| Source note | uspto-grants-1999_08 |