([1,2,4]TRIAZOLO[3,4-B][1,3]BENZOTHIAZOL-3-YLTHIO)ACETIC ACID synthesis

5synthesis methods

Product Name:([1,2,4]TRIAZOLO[3,4-B][1,3]BENZOTHIAZOL-3-YLTHIO)ACETIC ACID
CAS Number:114722-63-3
Molecular formula:C10H7N3O2S2
Molecular Weight:265.31

79-11-8
10 suppliers
$27.00/25g

2H-BENZO[4,5]THIAZOLO[2,3-C][1,2,4]TRIAZOLE-3-THIONE

6957-85-3
24 suppliers
$45.00/50mg

([1,2,4]TRIAZOLO[3,4-B][1,3]BENZOTHIAZOL-3-YLTHIO)ACETIC ACID

114722-63-3
7 suppliers
$252.00/500mg

Yield:114722-63-3 85%

Reaction Conditions:

with sodium hydroxide in methanol;water; for 8 h;Reflux;

Steps:

3.2.5 Synthesis and characterization of s-triazolo[3,4-b]benzothiazol-3-ylthioacetic acid (6) by alkylation of 3 with chloroacetic acid

To the solution of s-triazolo[3,4-b]benzothiazole-3-thiol (3) (1.0 g, 4.8 mmol) in aqueous methanol (20 mL), sodium hydroxide (0.38 g, 4.8 mmol) and chloroacetic acid (0.45 g, 4.8 mmol) were added. The reaction mixture was refluxed for 8 h, cooled, filtered, and acidified with conc. HCl. The formed precipitate was filtered off, washed with cold water, and recrystallized from aqueous ethanol (1.1 g, 85.0% yield), m.p. 260-263 °C. ¹H NMR (300 MHz, DMSO): δ 13.20-12.51 (H, brs, CO₂H), 8.13 (1H, d, J = 8.1 Hz, ArH), 8.08 (1H, d, J = 8.1 Hz, ArH), 7.63-7.48 (2H, m, ArH), 4.03 (2H, s, SCH₂). ¹³C NMR (75 MHz, DMSO): δ 169.1 (CO), 155.9, 142.4 (2SCN), 131.3, 129.3, 126.9, 126.3, 125.4, 114.2 (Ar-C), 35.8 (SCH₂). IR (KBr, ν/cm^-1) 3500-2600 (OH), 1725 (C=O, acid). Anal. Calcd. for C₁₀H₇N₃O₂S₂ (265.31): C, 45.27; H, 2.66; N, 15.84; found: C, 45.38; H, 2.91; N, 15.89.