Methanesulfonyl chloride → Methyl 3-(cyclopropylmethoxy)-4-(methylsulfonamido)benzoate

HRID 2172584Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2172584
[CH:1]1([CH2:4][O:5][C:6]2[CH:7]=[C:8]([CH:13]=[CH:14][C:15]=2[NH2:16])[C:9]([O:11][CH3:12])=[O:10])[CH2:3][CH2:2]1.[CH3:17][S:18](Cl)(=[O:20])=[O:19]>N1C=CC=CC=1>[CH3:12][O:11][C:9](=[O:10])[C:8]1[CH:13]=[CH:14][C:15]([NH:16][S:18]([CH3:17])(=[O:20])=[O:19])=[C:6]([O:5][CH2:4][CH:1]2[CH2:3][CH2:2]2)[CH:7]=1

Komponenten

4

Edukt 2

HCID 31297Methanesulfonyl chlorideHCID 43560608HCID 43560608, Verbindung

Produkt 1

HCID 59443764Methyl 3-(cyclopropylmethoxy)-4-(methylsulfonamido)benzoate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1049PyridineLösungsmittel

Versuchsvorschrift

Methyl 3-(cyclopropylmethoxy)-4-aminobenzoate (8.86 g) was dissolved in pyridine (80 mL) at room temperature under N2 atmosphere. Methanesulfonyl chloride (4.04 mL) was added and the mixture was stirred at r.t. for 18 hours. The reaction mixture was evaporated to dryness, the crude was treated with 1N HCl (500 mL) and extracted with CH2Cl2 (3×200 mL). The organic layer was dried over Na2SO4 and the solvent was evaporated off to yield 11.7 g of the desired intermediate.

Aufarbeitung

  1. customThe reaction mixture was evaporated to dryness
  2. additionthe crude was treated with 1N HCl (500 mL)
  3. extractionextracted with CH2Cl2 (3×200 mL)
  4. dry with materialThe organic layer was dried over Na2SO4
  5. customthe solvent was evaporated off

Quellen und Nachweise

ORD-Eintrag
ord-f617f07ebd9d40aea3c63ee5ced78d93
Quelldatensatz
uspto-grants-2015_06
Patentnummer
US09056176B2

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