ChemicalBook CAS DataBase List 5-formyl-2-hydroxybenzamide

5-formyl-2-hydroxybenzamide synthesis

6synthesis methods

Product Name:5-formyl-2-hydroxybenzamide
CAS Number:76143-20-9
Molecular formula:C8 H7 N O3
Molecular Weight:165.15

32780-64-6
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$31.00/1g

76143-20-9
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$65.00/10mg

Yield:76143-20-9 70%

Reaction Conditions:

Stage #1: labetalol hydrochloridewith sodium hydrogencarbonate in water;
Stage #2: with sodium periodate in water at 20; for 0.583333 h;
Stage #3: with hydrogenchloride in water; for 0.0333333 h;

Steps:

2

A 600 mL stirring aqueous solution of 2.00 g (5. 48 mmol) of Labetalol hydrochloride in a 1.0 L round bottom flask was neutralized with 4 mL of saturated NaHC03. The reaction flask was then fitted with a dropping funnel containing 1.17 g (5. 48 mmol) of sodium periodate in 50 mL of Millipore H20. Drop-wise addition of the periodate solution over 15 min at room temperature gave a pale pink solution which was stirred for an additional 20 min. The solution was acidified with 3.0 mL of concentrated aqueous HCl and stirred vigorously until a white precipitate was formed (approximately 2 min). The resulting suspension was stored for 12 h at 4 °C, to facilitate precipitation, at which time it was filtered. The collected solid was recrystallized from 80 mL of boiling Millipore H20 and allowed to sit for 12 h at 4 °C. Vacuum filtration gave 0.634 g (70%) of 3 as white to pale golden needles (mp 204-206 °C)

References:

WO2005/34856,2005,A2 Location in patent:Page/Page column 50

41489-76-3 Synthesis