ChemicalBook CAS DataBase List 1-BENZYL-5-METHYL-1H-[1,2,3]TRIAZOLE-4-CARBOXYLIC ACID

1-BENZYL-5-METHYL-1H-[1,2,3]TRIAZOLE-4-CARBOXYLIC ACID synthesis

5synthesis methods

Product Name:1-BENZYL-5-METHYL-1H-[1,2,3]TRIAZOLE-4-CARBOXYLIC ACID
CAS Number:54698-60-1
Molecular formula:C11H11N3O2
Molecular Weight:217.22

ETHYL 1-BENZYL-5-METHYL-1H-1,2,3-TRIAZOLE-4-CARBOXYLATE

133992-58-2
40 suppliers
$45.00/10mg

1-BENZYL-5-METHYL-1H-[1,2,3]TRIAZOLE-4-CARBOXYLIC ACID

54698-60-1
47 suppliers
$58.00/100mg

Yield:54698-60-1 97.2%

Reaction Conditions:

Stage #1: 1-benzyl-5-methyl-1H-1,2,3-triazol-4-carboxylic acid ethyl esterwith lithium hydroxide monohydrate in tetrahydrofuran;water at 20; for 16 h;
Stage #2: with hydrogenchloride in water;

Steps:

2.H Synthesis of l-benzyl-5-methyl-lH-l, 2, 3-triazole-4-carboxylic acid (Int-H2)

[00127] To a stirring solution of compound Int-G2 (8.2 g, 33.4 mmol) in THF/H₂0 (82 mL/82 mL, 1 : 1) was added LiOH.H₂0 (4.2 g, 0.40mmol) at RT and stirred for 16 h. After completion of reaction (by TLC), the volatiles were evaporated under reduced pressure. The residue was acidified with aqueous 2N HCl and the precipitated solid was filtered and washed with water (25 mL), dried under reduced pressure to afford compound Int-H2 (7.0 g, 97.2%) as an off-white solid. H-NMR(H₂): (400 MHz, DMSO-d₆): δ 13.01 (br s, 1H), 7.40-7.32 (m, 5H), 5.63 (s, 2H), 2.45 (s, 3H). LCMS m/z: 218.3[M⁺+1].

References:

WO2014/120800,2014,A1 Location in patent:Paragraph 00127; page 45