Benzoic acid, 4-(dimethylamino)-2-hydroxy-, methyl ester

Base Information

• Chemical Name: Benzoic acid, 4-(dimethylamino)-2-hydroxy-, methyl ester
• CAS No.: 27559-59-7
• Molecular Formula: C10H13NO3
• Molecular Weight: 195.218

Synonyms:4-dimethylamino-2-hydroxy-benzoic acid methyl ester;4-Dimethylamino-2-hydroxy-benzoesaeure-methylester;p-dimethylaminosalicylic acid methyl ester;methyl o-hydroxy-p-dimethylaminobenzoate;methyl 2-hydroxy-4-(N,N-dimethylamino)benzoate;Benzoic acid,4-(dimethylamino)-2-hydroxy-,methyl ester;

Chemical Property of Benzoic acid, 4-(dimethylamino)-2-hydroxy-, methyl ester

Chemical Property:

• PSA: 49.77000
• LogP: 1.24480

Purity/Quality:

4-Dimethylamino-2-hydroxy-benzoic acid methyl ester 95.00 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Benzoic acid, 4-(dimethylamino)-2-hydroxy-, methyl ester

There total 6 articles about Benzoic acid, 4-(dimethylamino)-2-hydroxy-, methyl ester which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 95.0%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + methyl 4-aminosalicylate (4136-97-4) → 4-dimethylamino-2-hydroxy-benzoic acid methyl ester (27559-59-7)

Guidance literature:

With sodium cyanoborohydride; acetic acid; In tetrahydrofuran; at 20 ℃;

DOI:10.1002/cmdc.201300115

Reference yield: 73.0%

methanol (67-56-1) + 4-(dimethylamino)-2-hydroxybenzoic acid (23050-91-1) → 4-dimethylamino-2-hydroxy-benzoic acid methyl ester (27559-59-7)

Guidance literature:

With thionyl chloride; at 0 - 20 ℃; for 14h; Heating / reflux;

Reference yield: 65.1%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + methyl 4-aminosalicylate (4136-97-4) → 4-dimethylamino-2-hydroxy-benzoic acid methyl ester (27559-59-7) + 4-N-methylamino-2-hydroxy-benzoic acid methyl ester (1175090-85-3)

Guidance literature:

With sodium cyanoborohydride; acetic acid; In water; acetonitrile; at 20 ℃;

DOI:10.1021/jm9002439

upstream raw materials:

4-Aminosalicylic acid

dimethyl sulfate

methanol

4-(dimethylamino)-2-hydroxybenzoic acid

Downstream raw materials:

methyl 2-[1-(tert-butoxycarbonyl)piperidin-4-yloxy]-4-(N,N-dimethylamino)-benzoate

α,α-diphenyl-4-(dimethylamino)salicyl alcohol

C₁₄H₁₉NO₅

C₂₀H₂₅F₃N₄O₃

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