Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 3-Chloro-N,N-dimethyl-1-propanamine | HCID 66960 | — |
| Reactant | HCID 21436045 | HCID 21436045 | — |
| Product | HCID 68120221 | HCID 68120221 | — |
Reaction Steps
A solution of 4.5 grams (0.015 mole) 8-chloro-10-phenyl-1,2,3,4-tetrahydropyrazino[1,2-a]indole-1-one in 30 ml DMF, is added to a suspension of sodium hydride (1 gram of 50% dispersion, 0.02 mole) in 20 ml DMF. After stirring at 34°-40° C. for 20 minutes a solution of freshly distilled dimethylaminopropyl chloride (1.8 grams, 0.015 moles) in 5 ml DMF is added dropwise. Stirring is continued and the reaction mixture is heated at 50° C. for 8 hours. The mixture is cooled, and poured into cold water (300 ml). This is extracted 5 times with methylenedichloride. The extracts are washed well with saline. After drying the extract over sodium sulfate, the drying agent is filtered off and the filtrate is concentrated. The residue is diluted with ether. The product crystallizes out and is filtered off. Recrystallization from heptane gives 3.4 grams (62%) of above titled product, m.p. 151°-52° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04022778 |
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| Source dataset | uspto-grants-1977_05 |
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| ORD ID | ord-07cfd0675a614e988aa5b86b710790de |
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| Source note | uspto-grants-1977_05 |
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