2-MERCAPTO-1,3-BENZOXAZOLE-5-CARBOXYLIC ACID METHYL ESTER synthesis
- Product Name:2-MERCAPTO-1,3-BENZOXAZOLE-5-CARBOXYLIC ACID METHYL ESTER
- CAS Number:72730-39-3
- Molecular formula:C9H7NO3S
- Molecular Weight:209.22
140-89-6
309 suppliers
$12.00/5g
536-25-4
197 suppliers
$11.00/250mg
72730-39-3
26 suppliers
$158.00/1g
Yield:72730-39-3 94%
Reaction Conditions:
in methanol; for 6 h;Reflux;
Steps:
5.1.17 Methyl 2-(2-mercaptobenzo[d]oxazol-5-yl)acetate (20a)
General procedure: Methyl 2-(3-amino-4-hydoxyphenyl)acetate (19a) (5.09g, 28.1mmol) was dissolved in MeOH (140mL). To this solution was added potassium O-ethyl carbonodithioate (7.66g, 47.8mmol). The mixture was stirred under reflux conditions for 6h. After cooling to 0°C, AcOH (25mL) and H2O (500mL) was added. The reaction mixture was stirred at that temperature for 1h. The resulting precipitate was collected by filtration and dried to afford the titled compound (5.05g, 81%) as a white solid. 1H NMR (400MHz, DMSO-d6) δ: 13.87 (br s, 1H), 7.45 (d, J=7.8Hz, 1H), 7.18 (s, 1H), 7.16 (d, J=7.8Hz, 1H), 3.78 (s, 2H), 3.62 (s, 3H).
References:
Imaizumi, Takamichi;Kobayashi, Atsuko;Otsubo, Shigeki;Komai, Masato;Magara, Megumiko;Otsubo, Nobumasa [Bioorganic and Medicinal Chemistry,2019,vol. 27,# 21,art. no. 115091]
75-15-0
262 suppliers
$40.00/100g
536-25-4
197 suppliers
$11.00/250mg
72730-39-3
26 suppliers
$158.00/1g
536-25-4
197 suppliers
$11.00/250mg
6160-65-2
414 suppliers
$6.00/1g
72730-39-3
26 suppliers
$158.00/1g
463-71-8
152 suppliers
$32.00/10g
536-25-4
197 suppliers
$11.00/250mg
72730-39-3
26 suppliers
$158.00/1g
1571-72-8
274 suppliers
$8.00/1g
72730-39-3
26 suppliers
$158.00/1g