Trifluoroacetic acid → n-(4-Amino-3-methylphenyl) {[(5-chloro(2-thienyl))sulfonyl]amino}-carboxamide

HRID 1828139Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1828139
C(OC([NH:8][C:9]1[CH:14]=[CH:13][C:12]([NH:15][C:16]([NH:18][S:19]([C:22]2[S:23][C:24]([Cl:27])=[CH:25][CH:26]=2)(=[O:21])=[O:20])=[O:17])=[CH:11][C:10]=1[CH3:28])=O)(C)(C)C.C(O)(C(F)(F)F)=O>C(Cl)Cl>[NH2:8][C:9]1[CH:14]=[CH:13][C:12]([NH:15][C:16]([NH:18][S:19]([C:22]2[S:23][C:24]([Cl:27])=[CH:25][CH:26]=2)(=[O:21])=[O:20])=[O:17])=[CH:11][C:10]=1[CH3:28]

Komponenten

4

Edukt 2

HCID 6422Trifluoroacetic acidHCID 22064442N-(4-[(tert-butoxy)carbonylamino]-3-methylphenyl}{[(5-chloro(2-thienyl))sulfonyl]amino}carboxamide

Produkt 1

HCID 22064409n-(4-Amino-3-methylphenyl) {[(5-chloro(2-thienyl))sulfonyl]amino}-carboxamideAusbeute 136,7 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

To a chilled solution of N-{4-[(tert-butoxy)carbonylamino]-3-methylphenyl}{[(5-chloro(2-thienyl))sulfonyl]amino}carboxamide (0.246 g, 0.55 mmol) in CH2Cl2 (5 mL) was added neat TFA (1.1 mL). The reaction mixture was stirred cold for 1.5 hr, concentrated in vacuo, azeotroped with heptane and dried to give N-(4-amino-3-methylphenyl) {[(5-chloro(2-thienyl))sulfonyl]amino}-carboxamide (0.26 g) as the mono TFA salt. ES-MS (M+H)+=346.

Aufarbeitung

  1. concentrationconcentrated in vacuo
  2. customazeotroped with heptane
  3. customdried

Quellen und Nachweise

ORD-Eintrag
ord-da9fe9cdf5784a39881d29965b8f67c3
Quelldatensatz
uspto-grants-2006_06
Patentnummer
US07056926B2

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