Water → 4-(2-Fluoro-4-iodo-phenylamino)-benzo[d]isothiazole-5-carboxylic acid

HRID 79030Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 79030
C([O:5][C:6]([C:8]1[CH:9]=[CH:10][C:11]2[S:15][N:14]=[CH:13][C:12]=2[C:16]=1[NH:17][C:18]1[CH:23]=[CH:22][C:21]([I:24])=[CH:20][C:19]=1[F:25])=[O:7])(C)(C)C.O.C(O)(C(F)(F)F)=O>C(Cl)Cl>[F:25][C:19]1[CH:20]=[C:21]([I:24])[CH:22]=[CH:23][C:18]=1[NH:17][C:16]1[C:12]2[CH:13]=[N:14][S:15][C:11]=2[CH:10]=[CH:9][C:8]=1[C:6]([OH:7])=[O:5]

Komponenten

5

Edukt 3

HCID 962WaterHCID 6422Trifluoroacetic acidHCID 670836334-(2-Fluoro-4-iodo-phenylamino)-benzo[d]isothiazole-5-carboxylic acid tert-butyl ester

Produkt 1

HCID 670836404-(2-Fluoro-4-iodo-phenylamino)-benzo[d]isothiazole-5-carboxylic acidAusbeute 100 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

To a solution of 4-(2-fluoro-4-iodo-phenylamino)-benzo[d]isothiazole-5-carboxylic acid tert-butyl ester (445 mg, 0.95 mmoL) in DCM (20 mL) was added water (0.1 mL), the mixture cooled to 0° C. and TFA (20 mL) added. The reaction mixture was stirred at room temperature for 2 hours then concentrated in vacuo and the residue azeotroped with toluene (×2) to give the title compound as a beige solid (392 mg, 100%). LCMS (Method B): RT=3.97 min, [M+H]+=415.

Aufarbeitung

  1. concentrationthen concentrated in vacuo
  2. customthe residue azeotroped with toluene (×2)

Quellen und Nachweise

ORD-Eintrag
ord-5d2fd268bfe14c3ca4058dc250fc3e27
Quelldatensatz
uspto-grants-2014_09
Patentnummer
US08841462B2

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