Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 1,4-Benzodioxan-6-ylamine | HCID 89148 | — |
| Reactant | 4-Chloro-6,7-diethoxyquinoline-3-carbonitrile | HCID 10778872 | — |
| Solvent | 2-Methoxyethanol | HCID 8019 | — |
| Product | HCID 10293832 | HCID 10293832 | 93% |
Reaction Steps
A solution of 400 mg (1.44 mM) of 4-chloro-6,7-diethoxy-quinoline-3-carbonitrile and 232 mg (1.54 mM) of 1,4-Benzodioxane-6-amine in 15 ml of 2-methoxyethanol was refluxed for 3 hours. To the warm solution was added 1 ml of 1M sodium carbonate and the sample was heated for 5 minutes at 100° C., then poured into 300 ml of ice water. The solid was collected, washed with water followed by ether and dried under vacuum at 80° C. to yield 526 mg of 4-(2,3-Dihydro-benzo[1,4]dioxin-6-ylamino)-6,7-diethoxy-quinoline-3-carbonitrile as a yellow solid: mass spectrum (electrospray, m/e): M+H 402.9, mp=225-227° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06288082B1 |
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| Source dataset | uspto-grants-2001_09 |
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| ORD ID | ord-a887fa373b6b46dabff794cec5b3a99b |
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| Source note | uspto-grants-2001_09 |
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