Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ammonia | HCID 222 | — |
| Reactant | 4-Nitrobenzaldehyde | HCID 541 | — |
| Reactant | Acetic Anhydride | HCID 7918 | — |
| Reactant | HCID 57312628 | HCID 57312628 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 57095491 | HCID 57095491 | 51.4% |
Reaction Steps
2.3 grams (0.005 moles) of 9-(diethylamino)-2-(4-dimethylaminostyryl)-4-methylspiro [6H-[1] benzopyrano [3,2-g] quinoline-6,1'(3'H)-isobenzofuran]-3'-one, 0.6 grams (0.005 moles) of p-nitrobenzaldehyde and 0.5 grams (0.005 moles) of acetic anhydride were mixed in a flask fitted with a reflux condensor, then heated in an oil bath at 160° C. for 4 hours. The bath was cooled and 50 ml of water was added. The mixture was then made alkaline with ammonia, extracted with 100 ml of toluene, dried over sodium sulfate, treated with activated charcoal (DARCO) and filtered. The volume of the solution was reduced to 25 ml by evaporation of the toluene. Ligroine was added to precipitate the product. The yellow-orange solids were filtered off and dried to yield 1.5 grams of product. The reaction sequence was as follows: ##STR15##
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04169183 |
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| Source dataset | uspto-grants-1979_09 |
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| ORD ID | ord-023991a9163a4caea3ca7324286d752d |
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| Source note | uspto-grants-1979_09 |
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