Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | N,N-Diethylethylenediamine | HCID 60993 | — |
| Reactant | HCID 54253261 | HCID 54253261 | — |
| Solvent | Benzene | HCID 241 | — |
| Product | HCID 13423346 | HCID 13423346 | 33.3% |
Reaction Steps
To a solution of 3'-chloro-3-methylflavone-8-carboxylic acid chloride (prepared from 1.00 g of 3'-chloro-3-methylflavone-8-carboxylic acid and 0.46 ml of thionyl chloride) in 40 ml of benzene were added 0.33 g of N,N-diethylethylenediamine and the solution was stirred for 80 minutes at room temperature. To the reaction mixture was added aqueous HCl solution and shaken. The water layer was separated and made alkaline with potassium carbonate and extracted with chloroform. The extract was washed with water, dried, and evaporated. The residue was purified by column chromatography (adsorbent: silica gel, eluted with chloroform and chloroform containing 1% of methanol) to give 0.39 g of yellow crystals, which were recrystallized from isopropyl ether as colorless plates, m.p. 116°-117° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04525356 |
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| Source dataset | uspto-grants-1985_06 |
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| ORD ID | ord-4d65274feb8646c781713ba2b306f68c |
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| Source note | uspto-grants-1985_06 |
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