Pyridine → Toluene-4-thiosulfonic acid S-(2-amino-5-tert-butyl-benzothiazol-6-yl)ester

HRID 23471Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 23471
[NH2:1][C:2]1[S:3][C:4]2[CH:10]=[C:9]([SH:11])[C:8]([C:12]([CH3:15])([CH3:14])[CH3:13])=[CH:7][C:5]=2[N:6]=1.N1C=CC=CC=1.[S:22](Br)([C:25]1[CH:31]=[CH:30][C:28]([CH3:29])=[CH:27][CH:26]=1)(=[O:24])=[O:23].C(Cl)(Cl)(Cl)Cl>CCOC(C)=O>[NH2:1][C:2]1[S:3][C:4]2[CH:10]=[C:9]([S:11][S:22]([C:25]3[CH:31]=[CH:30][C:28]([CH3:29])=[CH:27][CH:26]=3)(=[O:24])=[O:23])[C:8]([C:12]([CH3:15])([CH3:14])[CH3:13])=[CH:7][C:5]=2[N:6]=1

Komponenten

6

Edukt 4

HCID 1049PyridineHCID 5943Carbon TetrachlorideHCID 101308854-Methylbenzene-1-sulfonyl bromideHCID 225728932-Amino-5-tert-butyl-benzothiazole-6-thiol

Produkt 1

HCID 54107741Toluene-4-thiosulfonic acid S-(2-amino-5-tert-butyl-benzothiazol-6-yl)ester

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

The title compound was prepared according to General Method 15 using 2-amino-5-tert-butyl-benzothiazole-6-thiol (7.0 g, 29 mmol), pyridine (2.3 g, 29 mmol), tosyl bromide (6.9 g, 29 mmol), carbon tetrachloride (100 mL), and EtOAc (100 mL). The crude reaction mixture was purified by flash chromatography (5% EtOAc in hexanes to 50% EtOAc in hexanes as eluents). MS(APCI): 393 (M+H).

Aufarbeitung

  1. customThe crude reaction mixture
  2. customwas purified by flash chromatography (5% EtOAc in hexanes to 50% EtOAc in hexanes as eluents)

Quellen und Nachweise

ORD-Eintrag
ord-744acca6c2e34783b67449eea5838420
Quelldatensatz
uspto-grants-2005_02
Patentnummer
US06852711B2

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