ChemicalBook CAS DataBase List 2-IODO-6-METHYLBENZOIC ACID

2-IODO-6-METHYLBENZOIC ACID synthesis

7synthesis methods

Product Name:2-IODO-6-METHYLBENZOIC ACID
CAS Number:54811-50-6
Molecular formula:C8H7IO2
Molecular Weight:262.04

4389-50-8 Synthesis

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Yield: 79%

Reaction Conditions:

Stage #1:2-amino-6-methylbenzoic acid with hydrogenchloride;sodium nitrite in water at 0 - 5;
Stage #2: with potassium iodide in water at 20; for 16 h;

Steps:

1; 12; A
A solution of 2-amino-6-methylbenzoic acid (1601) (106.5 g, 705 mmol) in H₂O (200 mL) was cooled to 0 - 5 ⁰C, con. HCl (250 mL) was added slowly. The solution was stirred for 15 min at 0-5 ⁰C. A solution of sodium nitrite (58.4 g, 6.85 mol) in H₂O (120 mL) was added dropwise at 0-5 ⁰C, and the resulting mixture was stirred for 30 min. Then above solution was added to a solution of KI (351 g, 2.11 mol) in H₂O (200 mL), and the resulting mixture was stirred at RT for 16 h. The solution was poured into ice water (2000 mL) and extracted with ethyl acetate (3 x 1000 mL). The combined organic layer was washed with aqueous NaOH (15%, 3 x 200 mL). The aqueous layer was acidified to PH = 1, and extracted with ethyl acetate (3 x 1000 mL). The combined organic layer was dried over Na₂SO₄ and filtered. The filtrate was concentrated in vacuo to afford the desired product, 2-iodo-6-methylbenzoic acid (1602) (145 g, 79% yield) as a yellow solid

References:

Location in patent:Page/Page column 78-79

118-90-1 Synthesis

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References

Ethanamine, N-[(3,5-dichlorophenyl)methylene]-2,2-diethoxy-

1000210-73-0
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54811-50-6
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References

103440-55-7
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54811-50-6
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$58.00/250mg

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52107-89-8
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54811-50-6
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References