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5-Nitroisophthaloyl chloride → 3,3'-[(5-Nitro-1,3-phenylene)bis(carbonylimino)]bis[2,7-naphthalenedisulfonic acid] tetrasodium salt

HRID 65903
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 65903
[Na+:1].[NH2:2][C:3]1[C:4]([S:17]([O-:20])(=[O:19])=[O:18])=[CH:5][C:6]2[C:11]([CH:12]=1)=[CH:10][CH:9]=[C:8]([S:13]([OH:16])(=[O:15])=[O:14])[CH:7]=2.[C:21]([O-])(=O)[CH3:22].[Na+].[N+:26]([C:29]1[CH:30]=[C:31]([C:38](Cl)=[O:39])[CH:32]=[C:33]([C:35](Cl)=[O:36])[CH:34]=1)([O-:28])=[O:27]>O>[Na+:1].[Na+:1].[Na+:1].[Na+:1].[N+:26]([C:29]1[CH:30]=[C:31]([C:38]([NH:2][C:3]2[C:4]([S:17]([O-:20])(=[O:19])=[O:18])=[CH:5][C:6]3[C:21]([CH:22]=2)=[CH:10][CH:9]=[C:8]([S:13]([O-:16])(=[O:15])=[O:14])[CH:7]=3)=[O:39])[CH:32]=[C:33]([C:35]([NH:2][C:3]2[C:4]([S:17]([O-:20])(=[O:19])=[O:18])=[CH:5][C:6]3[C:11]([CH:12]=2)=[CH:10][CH:9]=[C:8]([S:13]([O-:16])(=[O:15])=[O:14])[CH:7]=3)=[O:36])[CH:34]=1)([O-:28])=[O:27]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

5

Edukt 3

HCID 834515-Nitroisophthaloyl chlorideHCID 517045Sodium AcetateHCID 23702076Sodium 3-amino-7-sulfonaphthalene-2-sulfonate

Produkt 1

HCID 1317113623,3'-[(5-Nitro-1,3-phenylene)bis(carbonylimino)]bis[2,7-naphthalenedisulfonic acid] tetrasodium salt

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962
Water
Lösungsmittel
2×

Versuchsvorschrift

A 6.5 g portion of 3-amino-2,7-naphthalenedisulfonic acid monosodium salt is suspended in 100 ml of water and the pH is adjusted to 7.5-8.0 giving a solution. A 1.82 g portion of sodium acetate is added and dissolved and 2.75 g of 5-nitro-1,3-benzenedicarbonylchloride is added. A 100 ml portion of water is added to maintain solution and the reaction is allowed to stand overnight. The mixture is treated with activated carbon and concentrated to about 50 ml on a rotary evaporator. The solid which forms is redissolved by heating on a steam bath. Cooling produces crystals which are dried overnight in an Abderhalden under high vacuum and refluxing toluene to give 3,3'-[(5-nitro-1,3-phenylene)bis(carbonylimino)]bis[2,7-naphthalenedisulfonic acid] tetrasodium salt.

Aufarbeitung

  1. dissolutiondissolved
  2. temperatureto maintain solution
  3. additionThe mixture is treated with activated carbon
  4. concentrationconcentrated to about 50 ml on a rotary evaporator
  5. dissolutionThe solid which forms is redissolved
  6. temperatureby heating on a steam bath
  7. temperatureCooling
  8. customproduces crystals which
  9. customare dried overnight in an Abderhalden under high vacuum
  10. temperaturerefluxing toluene

Quellen und Nachweise

ORD-Eintrag
ord-ddaf2aeebe944b5282aa00472c27ec11
Quelldatensatz
uspto-grants-1978_12
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US04129591

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