Decarine synthesis
- Product Name:Decarine
- CAS Number:54354-62-0
- Molecular formula:C19H13NO4
- Molecular Weight:319.31
![Ethanamine, N-[(3,5-dichlorophenyl)methylene]-2,2-diethoxy-](/CAS/20210305/GIF/1000210-73-0.gif)
1000210-73-0
0 suppliers
inquiry
54354-62-0
55 suppliers
inquiry
Yield: 94%
Reaction Conditions:
with hydrogenchloride in ethanol;water at -8; for 3 h;Sealed tube;
Steps:
14 4.1.14
1-Methoxy-[1,3]dioxolo[4',5':4,5]benzo[1,2-c]phenanthridin-2-ol (17, Decarine)
The benzo[c]phenanthridine 16 (14.4 mg, 0.038 mmol) in a mixture of ethanol (1 mL) and 1 M HCl (0.4 mL) was heated in a sealed vial with stirring at 80 °C for 3 h.
The solid was precipitated after adding water (1 mL) and filtered off, washed with water, and dried to give a yellow-orange powder (11.5 mg, 94% yield).
Mp 243-245 °C.
11f
Rf (CHCl3/MeOH, 160:1) 0.3. 1H NMR (300 MHz, DMSO-d6): δ 4.10 (s, 3H), 6.24 (s, 2H), 7.51 (s, 1H), 7.58 (d, J=8.9 Hz, 1H), 8.01 (d, J=9.0 Hz, 1H), 8.48 (d, J=9.0 Hz, 1H), 8.51 (d, J=9.0 Hz, 1H), 8.66 (s, 1H), 9.53 (s, 1H), 10.10 (br s, 1H). IR (cm-1): 3097, 2910, 2710, 1568, 1479, 1319, 1267, 1040. MS (APCI): m/z=320.2 [M+H]+.
References:
Stýskala, Jakub;Hlaváč, Jan;Cankař, Petr [Tetrahedron,2013,vol. 69,# 23,p. 4670 - 4678]
1000210-73-0
0 suppliers
inquiry
54354-62-0
55 suppliers
inquiry
![naphtho[2,3-d][1,3]dioxol-5-amine](/CAS/20180601/GIF/53811-49-7.gif)
53811-49-7
4 suppliers
inquiry
54354-62-0
55 suppliers
inquiry
1000210-73-0
0 suppliers
inquiry
54354-62-0
55 suppliers
inquiry
95712-55-3
0 suppliers
inquiry
54354-62-0
55 suppliers
inquiry