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Acetonitrile → Benzenesulfonyl chloride, 4-chloro-3-nitro-

HRID 727734
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 727734
P(Cl)(Cl)([Cl:3])=O.[Cl:6][C:7]1[CH:12]=[CH:11][C:10]([S:13]([O-])(=[O:15])=[O:14])=[CH:9][C:8]=1[N+:17]([O-:19])=[O:18].[K+].C(#N)C.S1(CCCC1)(=O)=O>O.CC(N(C)C)=O>[Cl:6][C:7]1[CH:12]=[CH:11][C:10]([S:13]([Cl:3])(=[O:15])=[O:14])=[CH:9][C:8]=1[N+:17]([O-:19])=[O:18]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

7

Edukt 4

HCID 6342AcetonitrileHCID 24813Phosphorus oxychlorideHCID 31347SulfolaneHCID 81181Benzenesulfonic acid, 4-chloro-3-nitro-, potassium salt

Produkt 1

HCID 7323Benzenesulfonyl chloride, 4-chloro-3-nitro-

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962
Water
Lösungsmittel
2×
HCID 31374DimethylacetamideLösungsmittel

Versuchsvorschrift

1,250 ml of phosphorus oxychloride was added dropwise to a mixture of 1,280 g of potassium 4-chloro-3-nitrobenzenesulfonate, 1,150 ml of acetonitrile, 250 ml of sulfolane, and 30 ml of dimethylacetamide in such a manner that the internal temperature thereof was kept at 60° to 70° C. After being allowed to react at a temperature of 73° C. for 3 hours, the reaction mixture was cooled with water, and 400 ml of water was gradually added to the reaction mixture. The cooled reaction mixture was then added to 5 l of ice water. The resulting crystals were filtered off, washed with water, and then dried. (Yield: 1,060 g (84%); m.p.: 55°-56° C.)

Aufarbeitung

  1. customthereof was kept at 60° to 70° C
  2. customto react at a temperature of 73° C. for 3 hours
  3. additionwas gradually added to the reaction mixture
  4. customThe cooled reaction mixture
  5. filtrationThe resulting crystals were filtered off
  6. washwashed with water
  7. customdried

Quellen und Nachweise

ORD-Eintrag
ord-491dd25abc4b416488af1c90a78af4aa
Quelldatensatz
uspto-grants-1991_09
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
USH0000963

Notizen zur Reaktion

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