Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium Azide | HCID 33557 | — |
| Reactant | 2-Chloro-N-(1,2,3,4-tetrahydroacridin-9-yl)acetamide | HCID 14471301 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 15116194 | HCID 15116194 | 94.7% |
Reaction Steps
In 40 ml of dimethylformamide was suspended 2.84 g of sodium azide, and 10 g of 9-chloroacetylamino-1,2,3,4-tetrahydroacridine was added thereto and the mixture was reacted at room temperature for 2 hours. After addition of 32 ml of water to the mixture, precipitated crystals were filtered to give 9.7 g of 9-azidoacetylamino-1,2,3,4-tetrahydroacridine. Melting point: 190° C. (decomposed). These crystals were suspended in 500 ml of methanol, and hydrogenolysis was carried out by adding 0.5 g of palladium black at room temperature for one hour. After removal of the catalyst by filtration, the filtrate was condensed and recrystallized from methanol - isopropanol, and then filtered to give 7.4 g of the title compound. Melting point: 225° to 230° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04985430 |
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| Source dataset | uspto-grants-1991_01 |
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| ORD ID | ord-9f0da72c186b4e70a0ea8d0bbccc37fe |
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| Source note | uspto-grants-1991_01 |
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