ChemicalBook CAS DataBase List 5-Methylnicotinic acid

5-Methylnicotinic acid synthesis

5synthesis methods

Product Name:5-Methylnicotinic acid
CAS Number:3222-49-9
Molecular formula:C7H7NO2
Molecular Weight:137.14

591-22-0
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3222-49-9
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$6.00/5g

Yield:3222-49-9 59.4%

Reaction Conditions:

with potassium permanganate in water at 25 - 45; for 20 h;

Steps:

1
Step 1. Preparation of 5-methyl-nicotinic acid (B15-1): A solution of 3,5 lutidine (100 g, 934.57 mmol) in water at 25° C. was treated portion-wise over 5 hours with KMnO₄ (221.1 g, 1401.86 mmol). The reaction mixture was then heated at 45° C. for about 20 hours. The reaction mixture was filtered and washed with water. The resultant filtrates were concentrated, and the resultant residue was diluted with ethanol (3*500 mL), boiled, and filtered. The filtrate was then concentrated under reduced pressure to provide B15-1 as a white solid. Yield: 76 g, 59.4%. ¹H NMR (D₂O): δ 8.6-8.7 (s, 1H), 8.3-8.4 (m, 1H), 7.92 (s, 1H) and 2.3 (s, 3H). Mass: (M+1) 138 calculated for C₇H₇NO₂.

References:

Pfizer Inc. US2009/54395, 2009, A1 Location in patent:Page/Page column 42

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