Formamide → N-Formylamphetamine

HRID 2185169Notes

Reaction equation

HRID 2185169 reaction equation
[C:1]1([CH2:7][C:8](=O)[CH3:9])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH:11]([NH2:13])=[O:12]>C(O)=O>[CH:11]([NH:13][CH:8]([CH2:7][C:1]1[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1)[CH3:9])=[O:12]

Participants

4

Reactant 2

HCID 713FormamideHCID 7678Phenylacetone

Product 1

HCID 65614N-FormylamphetamineYield 60%

Reagents, catalysts & solvents 1

HCID 284Formic AcidSolvent

Procedure

Many methods of making amphetamine and related compounds are known in the prior art, including the commercially used Leukart-Wallach reaction for producing racemic amphetamine from phenylacetone. For example, in one commercial process, phenylacetone is reacted with formamide and formic acid to form (±)-N-formylamphetamine (racemic N-formylamphetamine). The racemic N-formylamphetamine is then hydrolyzed with sulfuric acid, the solution basified, and the resulting d,l-amphetamine ((±)-amphetamine; racemic amphetamine) is distilled with an overall yield of about 60%.

Sources & evidence

ORD record
ord-f358de92123446178861f21ed23d4462
Source dataset
uspto-grants-2002_06
Patent number
US06399828B1

Reaction notes

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