ChemicalBook CAS DataBase List Benzotriazole-5-carboxylic acid

Benzotriazole-5-carboxylic acid synthesis

9synthesis methods

Product Name:Benzotriazole-5-carboxylic acid
CAS Number:23814-12-2
Molecular formula:C7H5N3O2
Molecular Weight:163.13

619-05-6
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$19.00/25g

23814-12-2
224 suppliers
$6.00/5g

Yield:23814-12-2 91%

Reaction Conditions:

with glacial acetic acid;NaNO₂ in lithium hydroxide monohydrate at 0 - 5;Product distribution / selectivity;Cooling with ice-salt;

Steps:

50.1

Step 1. 1H-Benzo[d][1,2,3]triazole-5-carboxylic acid To a solution of 3,4-diaminobenzoic acid (10 g, 65.72 mmol) in AcOH (aq) (150 ml) was added sodium nitrite (5 g, 72.47 mmol) with stirring, and the reaction mixture was stirred overnight at 0-5° C. in an ice/salt bath. The solids were collected by filtration to afford 1H-benzo[d][1,2,3]triazole-5-carboxylic acid as a solid (9.8 g, 91%). LC/MS (ES, m/z):[M+H]⁺ 153.1 ¹H-NMR (300 MHz, DMSO) δ 8.53 (s, 1H), 8.01-8.04 (m, 1H), 7.93 (d, J=8.4 Hz, 1H)

References:

US2012/277224,2012,A1 Location in patent:Page/Page column 43