Hydrochloric Acid → 2-Chloro-N-[3-chloro-4-(trifluoromethyl)benzyl]-4-[(1,2,4-thiadiazol-5-ylamino)sulfonyl]benzamide

HRID 1808161

Reaktionsgleichung

Reaktionsgleichung von HRID 1808161
[Cl:1][C:2]1[CH:3]=[C:4]([S:23](Cl)(=[O:25])=[O:24])[CH:5]=[CH:6][C:7]=1[C:8]([NH:10][CH2:11][C:12]1[CH:17]=[CH:16][C:15]([C:18]([F:21])([F:20])[F:19])=[C:14]([Cl:22])[CH:13]=1)=[O:9].[NH2:27][C:28]1[S:32][N:31]=[CH:30][N:29]=1.Cl>>[Cl:1][C:2]1[CH:3]=[C:4]([S:23]([NH:27][C:28]2[S:32][N:31]=[CH:30][N:29]=2)(=[O:25])=[O:24])[CH:5]=[CH:6][C:7]=1[C:8]([NH:10][CH2:11][C:12]1[CH:17]=[CH:16][C:15]([C:18]([F:21])([F:20])[F:19])=[C:14]([Cl:22])[CH:13]=1)=[O:9]

Komponenten

4

Edukt 3

HCID 313Hydrochloric AcidHCID 2902745-Amino-1,2,4-thiadiazoleHCID 577321163-Chloro-4-({[3-chloro-4-(trifluoromethyl)benzyl]amino}carbonyl)benzenesulfonyl chloride

Produkt 1

HCID 577321642-Chloro-N-[3-chloro-4-(trifluoromethyl)benzyl]-4-[(1,2,4-thiadiazol-5-ylamino)sulfonyl]benzamide

Versuchsvorschrift

The title compound was prepared from 3-chloro-4-({[3-chloro-4-(trifluoromethyl)benzyl]amino}carbonyl)benzenesulfonyl chloride (Preparation 38) and 5-amino-1,2,4-thiadiazole in following Method H described for Example 6. The reaction mixture was added to 2M HCl, extracted into ethyl acetate, dried over sodium sulphate, filtered and evaporated. The crude material was purified by column chromatography eluting with DCM:MeOH:AcOH (95:5:0.5) to yield the title compound.

Aufarbeitung

  1. extractionextracted into ethyl acetate
  2. dry with materialdried over sodium sulphate
  3. filtrationfiltered
  4. customevaporated
  5. customThe crude material was purified by column chromatography
  6. washeluting with DCM:MeOH:AcOH (95:5:0.5)

Quellen und Nachweise

ORD-Eintrag
ord-e94beae2b86e4b7d8687e656e2ab7732
Quelldatensatz
uspto-grants-2013_01
Patentnummer
US08357711B2

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