4-[(2-Methylthio-ethyl)-(2-methoxy-benzoyl)-amino]-benzenesulfonamide → 4-[(2-Methylthio-ethyl)-(2-methoxy-benzyl)-amino]-benzenesulfonamide

HRID 1789659Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1789659
B.C1COCC1.C1COCC1.[CH3:12][S:13][CH2:14][CH2:15][N:16]([C:27](=O)[C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][C:29]=1[O:34][CH3:35])[C:17]1[CH:22]=[CH:21][C:20]([S:23]([NH2:26])(=[O:25])=[O:24])=[CH:19][CH:18]=1>C1COCC1>[CH3:12][S:13][CH2:14][CH2:15][N:16]([CH2:27][C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][C:29]=1[O:34][CH3:35])[C:17]1[CH:18]=[CH:19][C:20]([S:23]([NH2:26])(=[O:24])=[O:25])=[CH:21][CH:22]=1

Komponenten

4

Edukt 2

HCID 220362164-[(2-Methylthio-ethyl)-(2-methoxy-benzoyl)-amino]-benzenesulfonamideHCID 178419153HCID 178419153, Verbindung

Produkt 1

HCID 220361674-[(2-Methylthio-ethyl)-(2-methoxy-benzyl)-amino]-benzenesulfonamideAusbeute 77,4 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

A solution of 1 M BH3.THF/THF (6.8 mL, 6.8 mmol) was added to a solution of 4-[(2-methylthio-ethyl)-(2-methoxy-benzoyl)-amino]-benzenesulfonamide (0.51 g, 1.34 mmol) in THF (5 mL). After 18 h, the excess BH3 was quenched by addition of 0.1 M HCl; followed by partitioning the mixture between CH2Cl2 and NaHCO3. The organic layer was dried (Na2SO4), filtered, evaporated in vacuo, and the residue was purified by MPLC (CH2Cl2 to 70:30 CH2Cl2/EtOAc) to afford 0.38 g (77%) of 4-[(2-methylthio-ethyl)-(2-methoxy-benzyl)-amino]-benzenesulfonamide as a clear glass.

Aufarbeitung

  1. customthe excess BH3 was quenched by addition of 0.1 M HCl
  2. customby partitioning the mixture between CH2Cl2 and NaHCO3
  3. dry with materialThe organic layer was dried (Na2SO4)
  4. filtrationfiltered
  5. customevaporated in vacuo
  6. customthe residue was purified by MPLC (CH2Cl2 to 70:30 CH2Cl2/EtOAc)

Quellen und Nachweise

ORD-Eintrag
ord-e17c250301514e26be8bfcb2abe5b00e
Quelldatensatz
uspto-grants-2006_07
Patentnummer
US07071177B2

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