HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dichloromethane → N,N-bis-(2-methylthioethyl)-glycine methyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dichloromethane | HCID 6344 | — |
| Reactant | Methyl bromoacetate | HCID 60984 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | Bis-(2-methylthioethyl)-amine | HCID 15410127 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | N,N-bis-(2-methylthioethyl)-glycine methyl ester | HCID 18387082 | — |
Reaction Steps
165 mg of bis-(2-methylthioethyl)-amine (Example 8b) is dissolved in 20 ml of acetonitrile and mixed with 174 μl of diisopropylethylamine. 92.7 μl of bromoacetic acid methyl ester, dissolved in 20 ml of acetonitrile, is added in drops under a cover-gas atmosphere, and the batch is stirred for 18 hours at room temperature. The acetonitrile is drawn off, the residue is taken up with methylene chloride and washed twice with saturated sodium bicarbonate solution. The organic phase is dried with sodium sulfate and concentrated by evaporation, and the residue is purified by chromatography with the mobile solvent system of methylene chloride/methanol: Yield 183 mg=77% of theory.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06488909B1 |
| Source dataset | uspto-grants-2002_12 |
| ORD ID | ord-b97275aca5914982822d5965746a0bd5 |
| Source note | uspto-grants-2002_12 |