Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Methyl 2-bromopropionate | HCID 95576 | — |
| Reactant | HCID 13314817 | HCID 13314817 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 13314822 | HCID 13314822 | 59.8% |
Reaction Steps
A mixture of 4-[N-methyl-N-(5-chloro-2-benzothiazolyl)amino]phenol (2.0 g), methyl 2-bromopropionate (1.16 g), potassium carbonate (1.05 g) and dimethylformamide was heated at a temperature of 100° C. for a period of 1 hr with vigorous stirring. After cooling the mixture was poured into water and the aqueous mixture was extracted with dichloromethane. The organic extract was washed with water, dried over anhydrous magnesium sulfate and the solvent was removed by distillation under reduced pressure. The residue was recrystallised from methanol to give methyl 2-{4-[N-methyl-N-(5-chloro-2-benzothiazolyl)amino]phenoxy}propionate (1.55 g) as colourless crystals, mp 120° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04314065 |
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| Source dataset | uspto-grants-1982_02 |
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| ORD ID | ord-6cce13a3376946508f2e843e8ff3c191 |
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| Source note | uspto-grants-1982_02 |
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