HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 2-Methyl-3-methylthiomethyl-7-nitrobenzo[b]furan
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium methanethiolate | HCID 4378561 | — |
| Reactant | 3-Chloromethyl-2-methyl-7-nitrobenzo[b]furan | HCID 70199996 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 2-Methyl-3-methylthiomethyl-7-nitrobenzo[b]furan | HCID 67558277 | 68.5% |
Reaction Steps
A mixture of 3-chloromethyl-2-methyl-7-nitrobenzo[b]furan (200 mg) and sodium thiomethoxide (68 mg) in N,N-dimethylformamide (2 ml) was stirred at ambient temperature for 2 hours. The reaction mixture was poured into cold water and the separated oil was extracted with ethyl acetate. The extract was washed with brine, dried over sodium sulfate and concentrated in vacuo. The residue was purified by column chromatography on silica gel to give 2-methyl-3-methylthiomethyl-7-nitrobenzo[b]furan (144 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05858995 |
| Source dataset | uspto-grants-1999_01 |
| ORD ID | ord-f353448f02d74242a78a6cc629a40c9e |
| Source note | uspto-grants-1999_01 |