HuagongsheHuagongshe Chemistry Print Report · For research reference only
2,4-Dimethoxybenzenesulfonyl chloride → HCID 23364241, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2,4-Dimethoxybenzenesulfonyl chloride | HCID 2734626 | — |
| Reactant | 2H-Benzimidazol-2-one, 1,3-dihydro-6-chloro-1-(3-chlorophenyl)- | HCID 3061806 | — |
| Reactant | Potassium tert-butoxide | HCID 23665647 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 23364241 | HCID 23364241 | 67% |
Reaction Conditions
| Temperature | -10 °C |
|---|
Reaction Steps
A solution of 2 g of 5-chloro-3-(3-chlorophenyl)-1,3-dihydro-2H-benzimidazol-2-one in 170 ml of THF is cooled to -40° C. and 0.97 g of potassium tert- butylate is added. The mixture is stirred for 30 minutes at -10° C. and then cooled to -50° C. and a solution of 1.7 g of 2,4-dimethoxybenzenesulfonyl chloride in 70 ml of THF is added. The reaction mixture is stirred for 2 hours, the temperature being allowed to rise to RT, and then concentrated under vacuum. The residue is taken up with water, extracted with DCM and dried over Na2SO4 and the solvent is evaporated off under vacuum to give 2.3 g of the expected product after crystallization from a cyclohexane/DCM mixture (90/10; v/v). M.p.=173° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05585394 |
| Source dataset | uspto-grants-1996_12 |
| ORD ID | ord-593b216cd00943048be07625e8811c07 |
| Source note | uspto-grants-1996_12 |