8-[4-(4-Nitro-2-sulfobenzamido)-2-sulfobenzamido]-1,3,6-naphthalenetrisulfonic acid → 8-[4-(4-Amino-2-sulfobenzamido)-2-sulfobenzamido]-1,3,6-naphthalenetrisulfonic acid

HRID 2166509Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2166509
[N+:1]([C:4]1[CH:47]=[CH:46][C:7]([C:8]([NH:10][C:11]2[CH:41]=[CH:40][C:14]([C:15]([NH:17][C:18]3[CH:19]=[C:20]([S:36]([OH:39])(=[O:38])=[O:37])[CH:21]=[C:22]4[C:27]=3[C:26]([S:28]([OH:31])(=[O:30])=[O:29])=[CH:25][C:24]([S:32]([OH:35])(=[O:34])=[O:33])=[CH:23]4)=[O:16])=[C:13]([S:42]([OH:45])(=[O:44])=[O:43])[CH:12]=2)=[O:9])=[C:6]([S:48]([OH:51])(=[O:50])=[O:49])[CH:5]=1)([O-])=O>[Pd].O>[NH2:1][C:4]1[CH:47]=[CH:46][C:7]([C:8]([NH:10][C:11]2[CH:41]=[CH:40][C:14]([C:15]([NH:17][C:18]3[CH:19]=[C:20]([S:36]([OH:39])(=[O:37])=[O:38])[CH:21]=[C:22]4[C:27]=3[C:26]([S:28]([OH:31])(=[O:29])=[O:30])=[CH:25][C:24]([S:32]([OH:35])(=[O:34])=[O:33])=[CH:23]4)=[O:16])=[C:13]([S:42]([OH:45])(=[O:43])=[O:44])[CH:12]=2)=[O:9])=[C:6]([S:48]([OH:51])(=[O:50])=[O:49])[CH:5]=1

Komponenten

4

Edukt 1

HCID 131521248-[4-(4-Nitro-2-sulfobenzamido)-2-sulfobenzamido]-1,3,6-naphthalenetrisulfonic acid

Produkt 1

HCID 131521268-[4-(4-Amino-2-sulfobenzamido)-2-sulfobenzamido]-1,3,6-naphthalenetrisulfonic acid

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 962WaterLösungsmittel

Versuchsvorschrift

A reaction mixture comprising 17.5 g of 8-[4-(4-nitro-2-sulfobenzamido)-2-sulfobenzamido]-1,3,6-naphthalenetrisulfonic acid, pentasodium salt, 1.0 g of 10% palladium on carbon catalyst and 100 ml of water was hydrogenated in a Parr shaker for one hour and then filtered through diatomaceous earth. The filtrate was concentrated to about 65 ml and then poured with vigorous stirring into 500 ml of absolute ethanol. The granular precipitate was collected by filtration, washed with ethanol, then ether and dried for three days at 110° C., giving 8-[4-(4-amino-2-sulfobenzamido)-2-sulfobenzamido]-1,3,6-naphthalenetrisulfonic acid, pentasodium salt.

Aufarbeitung

  1. filtrationfiltered through diatomaceous earth
  2. concentrationThe filtrate was concentrated to about 65 ml
  3. additionpoured
  4. filtrationThe granular precipitate was collected by filtration
  5. washwashed with ethanol
  6. dry with materialether and dried for three days at 110° C.

Quellen und Nachweise

ORD-Eintrag
ord-06d4d3a6771d43c0b1255f74ef3e12fb
Quelldatensatz
uspto-grants-1983_06
Patentnummer
US04387059

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