Ethanol → Piperidine

HRID 383650Notes

Reaction equation

HRID 383650 reaction equation
[NH:1]1[CH2:7][C:5](=[O:6])[NH:4][C:2]1=[O:3].[CH2:8](O)[CH3:9]>>[NH:4]1[CH2:2][CH2:9][CH2:8][CH2:7][CH2:5]1.[NH:1]1[CH2:7][C:5](=[O:6])[NH:4][C:2]1=[O:3]

Participants

4

Reactant 2

HCID 702EthanolHCID 10006Hydantoin

Product 2

HCID 8082PiperidineHCID 10006Hydantoin

Procedure

The resulting aldehydes (22) could be reacted with hydantoin in ethanol with a base, such as, piperidine to give the desired pyrazolo[1,5-a]pyrimidin-3-ylmethylene)imidazolidine-2,4-dione of structure 23. Additionally, the corresponding thiazolidine-2,4-dione and the Rhodanine derivatives of compounds 23 could be synthesized using the aforementioned methods.

Sources & evidence

ORD record
ord-06819190134a42b1888a8e2690d4cbcc
Source dataset
uspto-grants-2013_02
Patent number
US08367681B2

Reaction notes

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