HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 464973Generated: October 30, 2026
Methylamine → 2-Methyl-2,7-diazaspiro[4.4]nonane-1,3,8-trione
https://huagongshe.com/reaction/464973
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methylamine | HCID 6329 | — |
| Reactant | Ethyl 3-(2-ethoxy-2-oxoethyl)-5-oxopyrrolidine-3-carboxylate | HCID 12691859 | — |
| Product | 2-Methyl-2,7-diazaspiro[4.4]nonane-1,3,8-trione | HCID 4282630 | — |
Reaction Steps
A solution of 20.3 g (0.084 mole) 3-ethoxycarbonyl-5-oxo-3-pyrrolidineacetic acid, ethyl ester [J. Org. Chem. 46, 2757 (1981)]in 40 ml of 40% aqueous methylamine was stirred at room temperature overnight, then placed in an oil bath and gradually heated to 220° C. over 30 minutes allowing volatiles to distill from the open flask. The crude product was crystallized from ethanol to afford 12.56 g of 2-methyl-2,7-diazaspiro[4.4]nonane-1,3,8-trione, mp 201°-204° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04550103 |
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| Source dataset | uspto-grants-1985_10 |
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| ORD ID | ord-3f5ef62faa0e4657a6e1810ab6104eb7 |
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| Source note | uspto-grants-1985_10 |
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