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[2-adenin-9-yl-5-[[[[5-(3-carbamoyl-4H-pyridin-1-yl)-3,4-dihydroxy-tetrahydrofuran-2-yl]methoxy-oxido-phosphoryl]oxy-oxido-phosphoryl]oxymethyl]-4-hydroxy-tetrahydrofuran-3-yl] phosphate → 8-(4-Amino-2-sulfobenzamido)-1,3,6-naphthalenetrisulfonic acid

HRID 2166507
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 2166507
[N+:1]([C:4]1[CH:34]=[CH:33][C:7]([C:8]([NH:10][C:11]2[CH:12]=[C:13]([S:29]([OH:32])(=[O:31])=[O:30])[CH:14]=[C:15]3[C:20]=2[C:19]([S:21]([OH:24])(=[O:23])=[O:22])=[CH:18][C:17]([S:25]([OH:28])(=[O:27])=[O:26])=[CH:16]3)=[O:9])=[C:6]([S:35]([OH:38])(=[O:37])=[O:36])[CH:5]=1)([O-])=O.C1C(C(N)=O)=CN(C2OC(COP(OP(OCC3OC(N4C5N=CN=C(N)C=5N=C4)C(OP([O-])([O-])=O)C3O)([O-])=O)([O-])=O)C(O)C2O)C=C1.[Na+].[Na+].[Na+].[Na+]>O.[Pd]>[NH2:1][C:4]1[CH:34]=[CH:33][C:7]([C:8]([NH:10][C:11]2[CH:12]=[C:13]([S:29]([OH:32])(=[O:30])=[O:31])[CH:14]=[C:15]3[C:20]=2[C:19]([S:21]([OH:24])(=[O:23])=[O:22])=[CH:18][C:17]([S:25]([OH:28])(=[O:26])=[O:27])=[CH:16]3)=[O:9])=[C:6]([S:35]([OH:38])(=[O:37])=[O:36])[CH:5]=1
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

5

Edukt 2

HCID 12598259[2-adenin-9-yl-5-[[[[5-(3-carbamoyl-4H-pyridin-1-yl)-3,4-dihydroxy-tetrahydrofuran-2-yl]methoxy-oxido-phosphoryl]oxy-oxido-phosphoryl]oxymethyl]-4-hydroxy-tetrahydrofuran-3-yl] phosphateHCID 131521208-(4-Nitro-2-sulfobenzamido)-1,3,6-naphthalenetrisulfonic acid

Produkt 1

HCID 131521228-(4-Amino-2-sulfobenzamido)-1,3,6-naphthalenetrisulfonic acidAusbeute 89,6 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938
Palladium
Katalysator
HCID 962WaterLösungsmittel

Versuchsvorschrift

A mixture of 42.4 g of 8-(4-nitro-2-sulfobenzamido)-1,3,6-naphthalenetrisulfonic acid, tetrasodium salt, and 1.5 g of 10% palladium-on-carbon in 150 ml of water was hydrogenated in a Parr shaker for one hour. The mixture was filtered through diatomaceous earth. The filtrate was concentrated to about 130 ml and poured with vigorous stirring into 500 ml of absolute ethanol. The resulting gum was collected by filtration through diatomaceous earth and then dissolved from the diatomaceous earth with water. The aqueous solution was concentrated to 15 ml and then diluted with 85 ml of ethanol giving a gum which was stirred with absolute ethanol giving a solid which was dried overnight in a pistol at 110° C. giving 36.15 g of 8-(4-amino-2-sulfobenzamido)-1,3,6-naphthalenetrisulfonic acid, tetrasodium salt.

Aufarbeitung

  1. filtrationThe mixture was filtered through diatomaceous earth
  2. concentrationThe filtrate was concentrated to about 130 ml
  3. additionpoured
  4. filtrationThe resulting gum was collected by filtration through diatomaceous earth
  5. dissolutiondissolved from the diatomaceous earth with water
  6. concentrationThe aqueous solution was concentrated to 15 ml
  7. additiondiluted with 85 ml of ethanol giving a gum which
  8. stirringwas stirred with absolute ethanol giving a solid which
  9. customwas dried overnight in a pistol at 110° C.

Quellen und Nachweise

ORD-Eintrag
ord-213c25c3a3dc4aa5ad34bfac8ec41d8b
Quelldatensatz
uspto-grants-1983_06
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US04387059

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