ChemicalBook CAS DataBase List 4-METHOXYPHENYL ISOTHIOCYANATE

4-METHOXYPHENYL ISOTHIOCYANATE synthesis

6synthesis methods

Product Name:4-METHOXYPHENYL ISOTHIOCYANATE
CAS Number:2284-20-0
Molecular formula:C8H7NOS
Molecular Weight:165.21

75-15-0
233 suppliers
$40.00/100 g

104-94-9 Synthesis

104-94-9
466 suppliers
$9.00/1g

2284-20-0
133 suppliers
$12.00/1g

Yield:2284-20-0 96%

Reaction Conditions:

Stage #1:carbon disulfide;4-methoxy-aniline with triethylamine in ethanol at 20; for 1 h;
Stage #2: with dmap;di-tert-butyl dicarbonate at 0 - 20; for 4 h;

Steps:

The synthesis of 1-isothiocyanato-4-methoxybenzene (SF9)
General procedure: The solution of 3-(2-aminoethyl)indole (80.1 mg, 0.5 mmol) in EtOH (1 mL, 0.5 M) was treated with carbon disulfide (114.2 mg, 1.5 mmol) followed by triethylamine (50.6 mg, 0.5 mmol). After stirring at room temperature for 1 hour, Boc₂O (109.1 mg, 0.5 mmol) and DMAP (1.8 mg, 0.015 mmol) was added to the reaction mixture at 0 °C. The reaction was stirred at room temperature for 2 hours and leave it additionally 2 hour to remove SCO gas. After the reaction completes, the crude product was extracted with ethyl acetate (50 mL) and purified by silica gel chromatography to afford 3-(2-isothiocyanatoethyl)-1H-indole (89.9 mg, 89%).

References:

Kim, Taejung;Kim, Young-Joo;Han, Im-Ho;Lee, Dahae;Ham, Jungyeob;Kang, Ki Sung;Lee, Jae Wook [Bioorganic and Medicinal Chemistry Letters,2015,vol. 25,# 1,p. 62 - 66] Location in patent:supporting information

38435-51-7 Synthesis