1,5-Naphthalenedisulfonic acid → HCID 131714450, compound

Participants

Role	Name	HCID	Charge
Reactant	1,5-Naphthalenedisulfonic acid	HCID 6666	—
Reactant	methyl (13S,17S)-13-[(1'R,5S,9'R,11'R,12'R,19'R)-11'-acetyloxy-3-(2-chloroethyl)-12'-ethyl-5'-methoxy-8'-methyl-2,4-dioxospiro[1,3-oxazolidine-5,10'-8,16-diazapentacyclo[10.6.1.01,9.02,7.016,19]nonadeca-2,4,6,13-tetraene]-4'-yl]-17-ethyl-17-hydroxy-1,11-diazatetracyclo[13.3.1.04,12.05,10]nonadeca-4(12),5,7,9-tetraene-13-carboxylate	HCID 49967	—
Solvent	Methanol	HCID 887	—
Product	HCID 131714450	HCID 131714450	—

Reaction Steps

To 1% (w/v) solution of vinzolidine free base (95+% purity) in methanol is added dropwise with stirring a stoichiometric amount (1 mole per mole) of a 2% methanolic solution of 1,5-naphthalenedisulfonic acid. The resulting solution was allowed to stand at ambient temperature for about two hours, during which time period crystallization of the vinzolidine 1,5-naphthalenedisulfonate salt begins. The crystallizing solution is kept at about 0° C. overnight and is then filtered. The filter cake is washed with a small amount of methanol and then dried in vacuo overnight at ambient temperature. The salt is then allowed to stand in air for about two hours. The yield of vinzolidine 1,5-naphthalenedisulfonate is 95-97%.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US04558053
Source dataset	uspto-grants-1985_12
ORD ID	ord-efe1a20ce64e4286a46355cc154f3425
Source note	uspto-grants-1985_12