26218-03-1

Basic information

• Product Name: butyl 3-aminobenzoate
• Synonyms: butyl 3-aminobenzoate;benzoic acid, 3-amino-, butyl ester
• CAS NO: 26218-03-1
• Molecular Formula: C₁₁H₁₅NO₂
• Molecular Weight: 193.2423
• Mol File: 26218-03-1.mol
• Article Data: 5

Chemical Properties

• Appearance: /
• CAS DataBase Reference: butyl 3-aminobenzoate(CAS DataBase Reference)
• NIST Chemistry Reference: butyl 3-aminobenzoate(26218-03-1)
• EPA Substance Registry System: butyl 3-aminobenzoate(26218-03-1)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 26218-03-1(Hazardous Substances Data)

Upstream product

• 109-65-9 1-bromo-butane 
• 99-05-8 meta-aminobenzoic acid 
• 71-36-3 butan-1-ol 
• 6268-25-3 n-butyl 3-nitrobenzoate 

Downstream Products

• 1415326-12-3 C₁₁H₁₃N₃O₂ 
• 59265-88-2 3-Isocyanato-benzoic acid butyl ester 

Relevant articles and documents

Method for preparing aminobenzoic acid or ester thereof

The invention discloses a method for preparing aminobenzoic acid or ester thereof. The method comprises the following steps: S1, sequentially adding nitrobenzoic acid or ester, a solvent and an active nickel catalyst in a reactor; S2, while stirring, introducing hydrogen gas to replace air in a system for 3-4 times, controlling the pressure of the hydrogen gas, and performing a stirring reaction at preset temperature for a scheduled time so as to realize catalytic hydrogenation; S3, performing filtration under reduced pressure, washing filter cakes with a solvent which is the same as the solvent in S1, and collecting the active nickel catalyst; S4, performing reduced-pressure concentration on filtrate obtained in the S3 to obtain a solid namely the product of the aminobenzoic acid or the ester thereof. The method disclosed by the invention can be performed in neutral condition, normal temperature, low pressure or normal pressure, is high in synthetizing yield and low in cost, and has commercial value and environmental protection efficacy; the yield of the obtained product can be 95% or above, and the purity of the product can be 98.5% or above.

Synthesis and cytotoxicity of some d-mannose click conjugates with aminobenzoic acid derivatives

Two sets of new conjugates obtained from d-mannose derivatives and o-, m-, and p-substituted benzoic acid esters interconnected through a triazole ring were synthesized by Cu(I) catalyzed azide-alkyne cycloaddition. All synthesized compounds were tested for their in vitro cytotoxic activity against seven cancer cell lines with/without multidrug resistance phenotype as well as non-tumor MRC-5 and BJ fibroblasts. Butyl ester of 4-aminobenzoic acid 6c showed the highest activity among all tested compounds, however, it was active only against K562 myeloid leukemia cells. N-Glycosyltriazole conjugates, both acetylated and nonacetylated at mannose moiety, were almost completely inactive. In contrast, some of the acetylated O-glycosyl conjugates showed cytotoxic activity which was cell line dependent and strongly affected by position of benzoic acid substitution as well as a length of its ester alkyl chain; the most potent compound was acetylated mannoside conjugated with octyl ester of m-substituted benzoic acid. However, deacetylation resulting in hydrophilicity increase of the glycosides almost completely abolished their cytotoxic potency.

An efficient general method for esterification of aromatic carboxylic acids

Treatment of a variety of aromatic carboxylic acids with alcohols in the presence of thionyl chloride results in excellent yields of corresponding esters. This esterification system is compatible with a wide assortment of functional groups.