HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → Acetamide, 2-bromo-N-[2-[(triphenylmethyl)thio]ethyl]-
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Bromoacetyl bromide | HCID 61147 | — |
| Reactant | S-Tritylcysteamine | HCID 262764 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | Acetamide, 2-bromo-N-[2-[(triphenylmethyl)thio]ethyl]- | HCID 11259232 | 94.4% |
Reaction Steps
2-(tritylsulfanyl)-1-ethaneamine (0.5 g, 1.6 mmol) was dissolved in methylene chloride (10 ml) and added with triethylamine (0.22 ml, 1.6 mmol). To the solution, bromoacetylbromide (0.14 ml, 1.6 mmol) in methylene chloride (1 ml) was added dropwise. The resulting solution was stirred at room temperature for 15 min and added with water (30 ml). The organic phase was washed with 1 M hydrogen chloride, water, saturated sodium bicarbonate aqueous solution, and saturated sodium chloride aqueous solution in sequence. The organic phase was dried over anhydrous sodium sulfate and distilled under reduced pressure to obtain a white solid of N1-(2(tritylsulfanyl)ethyl)-2-bromoacetamide (0.67 g, 1.51 mmol, 94.2%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07067508B2 |
| Source dataset | uspto-grants-2006_06 |
| ORD ID | ord-d696a3e092654ee59086f30ca30a5e40 |
| Source note | uspto-grants-2006_06 |