Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 3-Chloroaniline | HCID 7932 | — |
| Reactant | Benzo[b]thiophene-2-carboxylic acid, 5-chloro-3-hydroxy-, methyl ester | HCID 54693830 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Product | HCID 54693832 | HCID 54693832 | 56.3% |
Reaction Steps
A mixture of methyl 3-hydroxy-5-chlorobenzo[b]thiophene-2-carboxylate (1.21 g; 0.005M) and 3-chloroaniline (1.28 g; 0.010M) is heated under a nitrogen atmosphere at 170° C. for 90 minutes. The reaction mixture was cooled to room temperature, taken up in 10 ml of ether, collected the solid, washed with 10 ml of ether, air dried, and recrystallized from ethyl acetate to give 0.95 g (56% yield) of the title compound as a light grey solid, m.p. 233°-235° C. (dec).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04800211 |
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| Source dataset | uspto-grants-1989_01 |
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| ORD ID | ord-b41c64df5a5e415e8d837b155dc8cf6d |
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| Source note | uspto-grants-1989_01 |
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