Ammonia → alpha-Amino-3,4-dihydroxybenzenepropanamide

HRID 554031Notes

Reaction equation

[O:1]=[C:2]([C@H:4]([CH2:6][C:7]1[CH:14]=[C:12]([OH:13])[C:10]([OH:11])=[CH:9][CH:8]=1)[NH2:5])O.[NH3:15]>>[NH2:5][CH:4]([CH2:6][C:7]1[CH:8]=[CH:9][C:10]([OH:11])=[C:12]([OH:13])[CH:14]=1)[C:2]([NH2:15])=[O:1]

Participants

Reactant 2

HCID 222Ammonia

HCID 6047Levodopa

Product 1

HCID 424633alpha-Amino-3,4-dihydroxybenzenepropanamide

Procedure

Hence, in one exemplary particular, L-DOPA is converted to an ester thereof (e.g., a methyl ester), and is thereafter reacted with an aqueous solution of ammonia, to thereby produce L-Dopamide (2-amino-3-(3,4-dihydroxyphenyl)propaneamide).

Sources & evidence

ORD record: ord-b123239e9afa4b83bd454edda1368975
Source dataset: uspto-grants-2011_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08048926B2

Reaction notes

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