3,5-Dimethylaniline → 4-(2-[2-Trifluoromethylphenyl]acetamido)-2,6-dimethylbenzenesulfonyl chloride

HRID 1647220

Reaktionsgleichung

Reaktionsgleichung von HRID 1647220
[F:1][C:2]([F:14])([F:13])[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[CH2:9][C:10](Cl)=[O:11].[CH3:15][C:16]1[CH:17]=[C:18]([CH:20]=[C:21]([CH3:23])[CH:22]=1)[NH2:19].C(=O)([O-])[O-].[Ca+2].[Cl:29][S:30](O)(=[O:32])=[O:31]>C1COCC1>[F:1][C:2]([F:14])([F:13])[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[CH2:9][C:10]([NH:19][C:18]1[CH:20]=[C:21]([CH3:23])[C:22]([S:30]([Cl:29])(=[O:32])=[O:31])=[C:16]([CH3:15])[CH:17]=1)=[O:11]

Komponenten

6

Edukt 4

HCID 79493,5-DimethylanilineHCID 10112Calcium CarbonateHCID 24638Chlorosulfonic acidHCID 132018232-(Trifluoromethyl)phenylacetyl chloride

Produkt 1

HCID 199266394-(2-[2-Trifluoromethylphenyl]acetamido)-2,6-dimethylbenzenesulfonyl chlorideAusbeute 47 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

4-(2-[2-Trifluoromethylphenyl]acetyl)-3,5-dimethylaniline (obtained as a solid, m.p. 168° C., by reacting 2-(2-trifluoromethylphenyl)acetyl chloride with 3,5-dimethylaniline in THF solution in the presence of calcium carbonate) was reacted with an excess of chlorosulfonic acid at 60° C. using an analogous procedure to that described in Organic Synthesis, Coll. Vol. I, at page 85, to give 4-(2-[2-trifluoromethylphenyl]acetamido)-2,6-dimethylbenzenesulfonyl chloride, as a solid in about 47% yield, which was used without purification.

Aufarbeitung

  1. customthat described in Organic Synthesis, Coll

Quellen und Nachweise

ORD-Eintrag
ord-85ad9ec4499944f1bf3eb4ccaa1d54e3
Quelldatensatz
uspto-grants-1995_07
Patentnummer
US05430060

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