Methyl 2-((5-methoxy-6-nitropyridin-2-yl)methylthio)acetate → 2-((5-Methoxy-6-nitropyridin-2-yl)methylthio)acetic acid

HRID 72661Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 72661
[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]([CH2:12][S:13][CH2:14][C:15]([O:17]C)=[O:16])=[N:7][C:8]=1[N+:9]([O-:11])=[O:10]>C(=O)([O-])[O-].[Na+].[Na+]>[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]([CH2:12][S:13][CH2:14][C:15]([OH:17])=[O:16])=[N:7][C:8]=1[N+:9]([O-:11])=[O:10]

Komponenten

3

Edukt 1

HCID 67994824Methyl 2-((5-methoxy-6-nitropyridin-2-yl)methylthio)acetate

Produkt 1

HCID 146250832-((5-Methoxy-6-nitropyridin-2-yl)methylthio)acetic acidAusbeute 97 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 10340Sodium CarbonateLösungsmittel

Versuchsvorschrift

To 150 mL of sodium carbonate 1N solution, methyl 2-((5-methoxy-6-nitropyridin-2-yl)methylthio)acetate (10 mmol, 2.72 g) was added and the mixture was reacted at 50° C. for 16 hrs. The mixture was evaporated in vacuo to give 2-((5-methoxy-6-nitropyridin-2-yl)methylthio)acetic acid. Yield 97%; m.p. 239-230° C. (dec); 1H-NMR (D2O) δ: 3.04 (s, 2H, CH2), 3.65 (s, 2H, CH2), 3.78 (s, 3H, OCH3), 7.54 (d, 1H, J=8.4 Hz, Py-H), 8.429 (d, 1H, J=8.4 Hz, Py-H); 13C-NMR (O2O) δ: 35.79, 36.48, 56.96, 125.75, 130.76, 145.07, 147.96, 148.14, 177.11; DEPT-135 (D2O) δ: 35.79 (CH2), 36.48 (CH2), 56.96 (CH3), 125.75 (CH), 130.76 (CH); HR-MS (ESI+) m/z 257.0101 [M−H]−, C9H10N2O5S requires 258.0310.

Aufarbeitung

  1. customthe mixture was reacted at 50° C. for 16 hrs
  2. customThe mixture was evaporated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-beb91a939da94080afd596faf031955b
Quelldatensatz
uspto-grants-2014_09
Patentnummer
US08829003B2

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