Penilloic acid → L-Penicillamine

HRID 917924Notes

Reaction equation

[Na].[CH3:2][C:3]1([CH3:22])[S:7]C(CNC(CC2C=CC=CC=2)=O)[NH:5][CH:4]1[C:19]([OH:21])=[O:20]>>[NH2:5][C@H:4]([C:19]([OH:21])=[O:20])[C:3]([SH:7])([CH3:22])[CH3:2]

Participants

Reactant 2

HCID 255293Penilloic acid

HCID 5360545Sodium

Product 1

HCID 92863L-Penicillamine

Procedure

The sodium salt of the penilloic acid is reacted with a mercuric halogenide, for example mercuric chloride, or a mercuric salt in the presence of halogen ions in aqueous solution. This results in the formation of a penicillamine-mercuric-halogenide-complex compound which is isolated by filtration and then thoroughly freed from the formed by-product penilloaldehyde and the inorganic salt by washing and suspending.

Sources & evidence

ORD record: ord-115ca668d7cd4989a913d6e2db44c7f6
Source dataset: uspto-grants-1976_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US03968154

Reaction notes

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