ACCEPTED MANUSCRIPT
Hz, 6-H), 7.73 (d, 1H, J = 8.8 Hz, 5-H), 8.00 (d, 2Н, J = 7.4 Hz, arom.), 8.14 (s, 1H, arom.), 8.21
13
(s, 1Н, 4-Н), 10.77 (s, 1H, NH). C NMR (100 MHz, DMSO-d6): δ 184.4, 162.3, 155.7, 148.0,
139.8, 131.0, 130.8, 130.7, 130.1 (q, J = 32.3 Hz), 129.9, 125.9, 125.1 (q, J = 273.0 Hz), 124.6,
123.3, 121.2 (q, J = 4.7 Hz), 120.1, 117.2 (q, J = 3.7 Hz), 61.44, 57.13. Calcd. for
C19H14F3NO4S: C, 55.74; H, 3.45; N, 3.42; Found: C, 55.90; H, 3.65; N, 3.12%.
4-[(1-Oxo-1H-isothiochromene-3-carbonyl)-amino]-benzoic acid ethyl ester (20). Yield 70%,
1
mp 194-196оС. H NMR (400 MHz, DMSO-d6): δ 1.33 (t, 3H, J = 7.0 Hz, OCH2CH3), 4.29 (q,
2Н, J = 7.0 Hz, OCH2CH3), 7.80-7.90 (m, 1H, 6-Н), 7.94-8.03 (m, 2Н, arom.), 8.23 (d, 1Н, J =
7.8 Hz, 8-Н), 8.34 (s, 1Н, 4-Н), 7.89 (d, 2H, J = 9.0 Hz, arom.), 8.00 (d, 2H, J = 9.0 Hz, arom.),
10.94 (s, 1Н, NH). 13C NMR (100 MHz, DMSO-d6): δ 186.9, 165.9, 162.3, 143.2, 136.7, 136.0,
134.1, 133.0, 132.1, 130.8, 128.9, 125.9, 125.8, 120.5, 61.3, 14.9. Calcd. for C19H15NO4S: C,
54.58; H, 4.28; N, 3.96; Found: C, 54.70; H, 4.12; N, 4.15%.
4-[(7,8-Dimethoxy-1-oxo-1H-isothiochromene-3-carbonyl)-amino]-benzoic acid ethyl ester (21).
1
Yield 85%, mp 219-221оС. H NMR (400 MHz, DMSO-d6): δ 1.33 (t, 3H, J = 6.8 Hz,
OCH2CH3), 3.76 (s, 3Н, ОCH3), 3.96 (s, 3Н, ОCH3), 4.30 (q, 2H, J = 6.8 Hz, OCH2CH3), 7.69-
7.74 (m, 2H, 5-Н, 6-H), 7.86 (d, 2Н, J = 8.5 Hz, arom.), 7.98 (d, 2H, J = 8.6 Hz, arom.), 8.22 (s,
1Н, 4-Н), 10.74 (s, 1H, NH). 13C NMR (100 MHz, DMSO-d6): δ 184.4, 165.9, 162.3, 155.7,
147.9, 143.4, 131.0, 130.9, 130.8, 129.9, 126.0, 125.7, 123.3, 120.4, 120.1, 61.4, 61.2, 57.1,
14.9. Calcd. for C21H19NO6S: C, 61.01; H, 4.63; N, 3.39; Found: C, 60.85; H, 4.55; N, 3.24%.
1-Oxo-1H-isothiochromene-3-carboxylic acid naphthalen-1-ylamide (22). Yield 87%, mp 199-
1
201оС. H NMR (400 MHz, DMSO-d6): δ 7.54-7.64 (m, 4H, arom.), 7.81-7.86 (m, 1H, arom.),
7.90 (d, 1H, J = 8.2 Hz, arom.), 7.98-8.07 (m, 4H, arom.), 8.24 (d, 1H, J = 8.3 Hz, 8-H), 8.53 (s,
1Н, 4-Н), 10.85 (s, 1Н, NH). 13C NMR (100 MHz, DMSO-d6): δ 186.5, 162.2, 136.8, 134.7,
134.4, 134.1, 133.1, 132.4, 131.0, 129.3, 128.8, 128.4, 126.9, 126.3, 126.2, 125.7, 124.8, 124.0,
123.5. Calcd. for C20H13NO2S: C, 72.49; H, 4.23; N, 3.95; Found: C, 72.60; H, 4.38; N, 3.75%.
7,8-Dimethoxy-1-oxo-1H-isothiochromene-3-carboxylic acid naphthalen-1-ylamide (23). Yield
1
81%, mp >240оС. H NMR (400 MHz, DMSO-d6): δ 3.81 (s, 3Н, ОCH3), 3.98 (s, 3Н, ОCH3),
7.50-7.62 (m, 4H, arom.), 7.72 (br.s, 2Н, arom.), 7.88 (d, 2Н, J = 7.9 Hz, arom.), 7.98-8.05 (m,
2H, arom.), 8.33 (s, 1Н, 4-Н), 10.53 (s, 1H, NH). 13C NMR (100 MHz, DMSO-d6): δ 184.6,
162.9, 155.5, 147.9, 134.4, 133.5, 131.2, 130.9, 129.8, 129.6, 128.8, 127.4, 127.0, 126.9, 126.3,
15