Carbon Dioxide → HCID 86733537, Verbindung

Reaktionsgleichung

[NH2:1][CH:2]([P:16]([O:25][C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1)([O:18][C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1)=[O:17])[C:3]([O:5][CH2:6][C:7]1[CH:12]=[CH:11][C:10]([N+:13]([O-:15])=[O:14])=[CH:9][CH:8]=1)=[O:4].[SH2:32].[C:33](=O)=O>>[CH:33]([NH:1][CH:2]([P:16]([O:18][C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1)([O:25][C:26]1[CH:27]=[CH:28][CH:29]=[CH:30][CH:31]=1)=[O:17])[C:3]([O:5][CH2:6][C:7]1[CH:12]=[CH:11][C:10]([N+:13]([O-:15])=[O:14])=[CH:9][CH:8]=1)=[O:4])=[S:32]

Komponenten

Edukt 3

HCID 280Carbon Dioxide

HCID 402Hydrogen Sulfide

HCID 54227761HCID 54227761, Verbindung

Produkt 1

HCID 86733537HCID 86733537, Verbindung

Versuchsvorschrift

A mixture of p-nitrobenzyl α-amino-diphenylphosphonoacetate (5.0 g), ethyl thionoformate (5 ml), and hydrogen sulfide (5 ml) in a sealed thick-walled tube is left standing overnight at room temperature. The tube is cooled in dry-ice and the seal removed. A boiling chip is placed in the solution and it is allowed to slowly come to room temperature. Nitrogen is bubbled in to remove final traces of hydrogen sulfide. The residue is dissolved in methylene chloride, filtered, and evaporated under reduced pressure. Chromatography of the residue on silica gel gives p-nitrobenzyl α-thioformamido-diphenylphosphonoacetate.