Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethylenediamine | HCID 3301 | — |
| Reactant | 3-Methoxybenzo(b)thiophene-3-carboxylic acid | HCID 88020 | — |
| Reactant | Bis-(1H-imidazol-2-YL)-methanone | HCID 5250894 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 86748070 | HCID 86748070 | — |
Reaction Steps
3-Methoxy benzothiophene 2-carboxylic acid (6.24 g) and carbonyl diimidazole (5.8 g) were dissolved in dry dichloromethane (200 ml) and stirred at room temperature for 2 hours. The solution was then added to a solution of ethylene diamine (9.0 g) in dichloromethane (50 ml) and the solution stirred overnight. After evaporation to dryness under vacuum, the residue was partitioned between ethyl acetate and water. The organic layer was extracted several times with 2N hydrochloric acid, the aqueous layer washed with ethyl acetate and then made basic with 0.88 ammonia solution. This was extracted with ethyl acetate (3×100 ml), washed with water, dried and evaporated to dryness under vacuum, to give 2-amino ethyl-3-methoxy benzothiophene-2-carboxamide.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05338735 |
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| Source dataset | uspto-grants-1994_08 |
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| ORD ID | ord-be3fd1468b1c4c909813ac1706012efe |
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| Source note | uspto-grants-1994_08 |
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