Hydrochloric Acid → 5-Nitrotoluene-2-sulfonyl chloride

HRID 268437

Reaktionsgleichung

Reaktionsgleichung von HRID 268437
N[C:2]1[CH:7]=[CH:6][C:5]([N+:8]([O-:10])=[O:9])=[CH:4][C:3]=1[CH3:11].[ClH:12].N([O-])=O.[Na+].[S:17](=[O:20])(O)[O-:18].[Na+]>S([O-])([O-])(=O)=O.[Cu+2]>[CH3:11][C:3]1[CH:4]=[C:5]([N+:8]([O-:10])=[O:9])[CH:6]=[CH:7][C:2]=1[S:17]([Cl:12])(=[O:20])=[O:18]

Komponenten

6

Edukt 4

HCID 313Hydrochloric Acid2×HCID 74412-Methyl-4-nitroanilineHCID 23665763Sodium Bisulfite2×HCID 23668193Sodium Nitrite

Produkt 1

HCID 888695-Nitrotoluene-2-sulfonyl chlorideAusbeute 85 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 24462Copper SulfateKatalysator

Versuchsvorschrift

200 Parts by weight of 1-amino-2-methyl-4-nitrobenzene were diazotized at 0° - 5° C with 400 parts by weight of 30% hydrochloric acid and 235 parts by weight of 40% sodium nitrite solution. The clarified diazo solution was allowed to run, with slight external cooling, below the surface of a mixture of 1300 parts by weight of 30% hydrochloric acid, 33 parts by weight of crystalline copper sulfate and 330 parts by weight of 40% sodium bisulfite lye, while adding at the same time further 330 parts by weight of 40% sodium bisulfite lye. After about 45 minutes, the sulfonic acid chloride that had separated was filtered off with suction, washed with 2000 parts by volume of cold water and dried. The 2-methyl-4-nitrobenzene-sulfonic acid chloride was obtained in a yield of 85% of the theory and was found to melt at 105° - 106° C.

Aufarbeitung

  1. customthe sulfonic acid chloride that had separated
  2. filtrationwas filtered off with suction
  3. washwashed with 2000 parts by volume of cold water
  4. customdried

Quellen und Nachweise

ORD-Eintrag
ord-07874c6319e44858a530e7aaa4a60651
Quelldatensatz
uspto-grants-1976_03
Patentnummer
US03947512

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