HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Aminothiophenol → 2-(Chloromethyl)benzothiazole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Aminothiophenol | HCID 8713 | — |
| Reactant | O-methyl 2-chloroacetimidate | HCID 12680764 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 2-(Chloromethyl)benzothiazole | HCID 304978 | 71% |
Reaction Steps
To a solution of 2-aminothiophenol (8.3 g) in methylene chloride at 0° C. is added methyl chloroacetimidate hydrochloride1 (8.6 g). The reaction is allowed to warm to room temperature while stirring overnight. The mixture is washed with water (3X); dried over MgSO4 and concentrated to an oil. The oil is distilled (120°-135° C. at 0.5 mm Hg) to give 7.8 g (71% yield) of product.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04681940 |
| Source dataset | uspto-grants-1987_07 |
| ORD ID | ord-40fab8ca6da14a068ec34845f53f55c7 |
| Source note | uspto-grants-1987_07 |