Hydrochloric Acid → Methyl 4-hydrazinyl-2-methoxybenzoate

HRID 59249

Reaktionsgleichung

Reaktionsgleichung von HRID 59249
[NH2:1][C:2]1[CH:11]=[CH:10][C:5]([C:6]([O:8][CH3:9])=[O:7])=[C:4]([O:12][CH3:13])[CH:3]=1.[N:14]([O-])=O.[Na+].Cl>O>[NH:1]([C:2]1[CH:11]=[CH:10][C:5]([C:6]([O:8][CH3:9])=[O:7])=[C:4]([O:12][CH3:13])[CH:3]=1)[NH2:14]

Komponenten

5

Edukt 3

HCID 313Hydrochloric AcidHCID 168705Methyl 4-amino-o-anisateHCID 23668193Sodium Nitrite

Produkt 1

HCID 45089366Methyl 4-hydrazinyl-2-methoxybenzoateAusbeute 108.113 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

The title compound was prepared according to the procedure described in step-2 of Intermediate-7 by using methyl 4-amino-2-methoxybenzoate (10.0 g, 0.055 mol), stannous chloride (31.00 g, 0.138 mmol), sodium nitrite (4.57 g, 0.066 mmol), 6 N HCl (200 mL) and water (100 mL) to afford 14.0 g of desired product. 1H NMR (300 MHz, DMSO d6): δ 3.73 (s, 3H), 3.80 (s, 3H), 6.51 (d, J=8.4 Hz, 1H), 6.69 (s, 1H), 7.68 (d, J=8.4 Hz, 1H), 8.75 (br s, 1H), 10.28 (br hump, 2H); MS (m/z): 197.01 (M+H)+.

Aufarbeitung

  1. customThe title compound was prepared

Quellen und Nachweise

ORD-Eintrag
ord-46f8d2f98c9945eb9e7783f9b2beb222
Quelldatensatz
uspto-grants-2016_09
Patentnummer
US09439890B2

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