Simple and Highly Efficient Catalytic Thiocyanation of Aromatic Compounds in Aqueous Media

✍ Scribed by Ardeshir Khazaei; Mohammad Ali Zolfigol; Mohmmad Mokhlesi; Fateme Derakhshan Panah; Sami Sajjadifar

• Publisher: John Wiley and Sons
• Year: 2012
• Tongue: German
• Weight: 194 KB
• Volume: 95
• Category: Article
• ISSN: 0018-019X
• DOI: 10.1002/hlca.201100244

✦ Synopsis

Two simple, mild, and efficient procedures for the thiocyanation of N-heterocycles, substituted anilines (electron-rich and electron-deficient), and N-substituted aromatic amines at room temperature are reported (Table 3). The first uses H 2 O 2 as pollution-free oxidant and the second H 5 IO 6 ; both with the reagent potassium thiocyanate in H 2 O as solvent. These procedures provided the target thiocyanates after a short reaction time in good to excellent yields and high regioselectivity.

4-Amino-2-(trifluoromethyl)phenyl Thiocyanate (Entry 19): IR: 2160 (SCN), 3275, 3369 (NH 2 ). 1 H-NMR: 7.82 -7.33 (m, 3 H); 4.01 (s, 2 H). 13 C-NMR: 144.6; 135.3; 125.5; 118.8; 117.4; 115.1; 111.7.