HuagongsheHuagongshe Chemistry Print Report · For research reference only
Bromotrimethylsilane → (5-Chloro-6-phenylethynyl-1H-benzoimidazol-2-ylsulfanylmethyl)-phosphonic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Bromotrimethylsilane | HCID 76113 | — |
| Reactant | (5-Chloro-6-phenylethynyl-1H-benzoimidazol-2-ylsulfanylmethyl)-phosphonic acid diethyl ester | HCID 58422995 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | (5-Chloro-6-phenylethynyl-1H-benzoimidazol-2-ylsulfanylmethyl)-phosphonic acid | HCID 58423003 | — |
Reaction Steps
Compound 1-1 was stirred with TMSBr (0.41 mL, 3.2 mmol) and 2.7 mL of CH2Cl2 for 5 hours before concentrating in vacuo to afford compound 1-2 as an oil. The oil was redissolved in 2 to 3 mL of MeOH and re-concentrated, then triturated with acetonitrile and EtOAc to afford title compound 1-2 as a white powder. mp 210-215° C.; LRMS (API-ES) m/e for C16H12ClN2O3PS (M+H)+, calcd 378.77. found 379.4; Anal. Calcd for C16H12ClN2O3PS+1 HBr: C, 41.81; H, 2.85; N, 6.09. Found: C, 42.11; H, 2.66; N, 6.21.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08329914B2 |
| Source dataset | uspto-grants-2012_12 |
| ORD ID | ord-05242bb4ed3e460bb2ff92d9a75c0b08 |
| Source note | uspto-grants-2012_12 |