ACCEPTED MANUSCRIPT
7
.73-7.75 (m, 2H, ArH), 4.67 (s, 2H, CH S), 4.55 (t, 2H, NCH ), 4.36 (t, 2H,
2
2
1
3
NCH ),2.77 (s, 4H, CH SCH ), 2.37 (s, 3H, C=CCH ). C NMR (100 MHz, CDCl )
2
2
2
3
3
δ 195.78, 184.68, 183.91, 146.54, 141.27, 133.74, 133.69, 132.16, 131.87, 126.54,
+
+
1
26.49, 60.19, 54.19, 33.92, 27.27, 13.71. HR-MS (ESI ) m/z: 340.0500 [M+H] .
+
Found: 364.1151 [M+H] .
4
.3.8.
Data
for
2,6-dimethyl-morpholine-4-carbodithioic
acid
3
-methyl-1,4-dioxo-1,4-dihydro-naphthalen-2-ylmethyl ester (3h): yellow solid
1
(76.5%); mp 141-142 °C; H NMR (400 MHz, CDCl ) δ 8.11-8.14 (m, 2H, ArH),
3
7
.73-7.76 (m, 2H, ArH), 5.48 (m, 1H, NCH CH), 4.68 (s, 2H, CH S), 4.42 (m, 1H,
2 2
NCH CH), 3.67 (t, 2H, NCH ), 2.83 (t, 2H, NCH ), 2.37 (s, 3H, C=CCH ), 1.25 (d,
2
2
2
3
13
3
1
3
H, CHCH ), 1.24 (d, 3H, CHCH ). C NMR (100 MHz, CDCl ) δ 195.87, 184.70,
3 3 3
83.97, 146.52, 141.33, 133.75, 133.69, 132.16, 131.86, 126.55, 126.49, 71.33, 71.30,
+
+
3.65, 18.56, 13.71. HR-MS (ESI ) m/z: 376.1041 [M+H] . Found: 376.1039
+
[
M+H] .
4
3
.3.9.
Data
for
thiazolidine-3-carbodithioic
acid
-methyl-1,4-dioxo-1,4-dihydro-naphthalen-2-ylmethyl ester (3i): yellow solid
1
(76.3%); mp 148-149 °C; H NMR (400 MHz, CDCl ) δ 8.11-8.14 (m, 2H, ArH),
3
7
.73-7.76 (m, 2H, ArH), 5.07 (s, 1H, NCH S), 4.70 (s, 1H, NCH S), 4.67 (s, 2H,
2 2
CH S), 4.35 (t, 1H, NCH CH S), 3.98 (t, 1H, NCH CH S), 3.21 (t, 1H,
2
2
2
2
2
1
3
NCH CH S),3.14 (t, 1H, NCH CH S), 2.38 (s, 3H, C=CCH ). C NMR (100 MHz,
2
2
2
2
3
CDCl ) δ 192.87, 184.80, 183.98, 146.43, 141.25, 133.78, 133.71, 132.16, 131.83,
3
+
1
[
26.56, 126.49, 56.61, 52.58, 33.82, 31.18, 13.78. HR-MS (ESI ) m/z: 350.0343
M+H] . Found: 350.0339 [M+H] .
+
+
4
3
.3.10.
Data
for
pyrrolidine-1-carbodithioic
acid
-methyl-1,4-dioxo-1,4-dihydro-naphthalen-2-ylmethyl ester (3j): yellow solid
1
(91.0%); mp 171-172 °C; H NMR (400 MHz, CDCl ) δ 8.11-8.12 (m, 2H, ArH),
3
7
2
.72-7.74 (m, 2H, ArH), 4.68 (s, 2H, CH S), 3.97 (t, 2H, NCH ), 3.64 (t, 2H, NCH ),
2 2 2
.38 (s, 3H, C=CCH ), 2.05-2.12 (m, 2H, CH CH CH CH ), 1.97-2.03 (m, 2H,
3
2
2
2
2
13
CH CH CH CH ). C NMR (100 MHz, CDCl ) δ 191.67, 184.80, 184.02, 146.18,
2
2
2
2
3
1
2
4
3
41.82, 133.64, 133.60, 132.20, 131.92, 126.48, 126.45, 55.37, 50.52, 33.19, 26.11,
+
+
+
4.25, 13.72. HR-MS (ESI ) m/z: 332.0779 [M+H] . Found: 332.0777 [M+H] .
.3.11. Data for piperidine-1-carbodithioic
-methyl-1,4-dioxo-1,4-dihydro-naphthalen-2-ylmethyl ester (3k): yellow solid
acid
1
(88.0%); mp 146-147 °C; H NMR (400 MHz, CDCl ) δ 8.10-8.12 (m, 2H, ArH),
3
7
.72-7.74 (m, 2H, ArH), 4.66 (s, 2H, CH S), 4.25 (m, 4H, CH NCH ), 2.37 (s, 3H,
2 2 2
1
3
C=CCH ), 1.72 (m, 6H, CH CH CH ). C NMR (100 MHz, CDCl ) δ 194.53, 192.77,
3
2
2
2
3
1
3
84.77,183.94, 146.38, 141.68, 133.63, 133.60, 132.20, 131.94, 126.47, 53.47, 51.41,
+
+
3.90, 25.74, 24.22, 13.66. HR-MS (ESI ) m/z: 346.0936 [M+H] . Found: 346.0932
+
[
M+H] .
4
.3.12.
Data
for
4-methyl-piperazine-1-carbodithioic
acid
3
-methyl-1,4-dioxo-1,4-dihydro-naphthalen-2-ylmethyl ester (3l): yellow solid
1
(97.2%); mp 124-125 °C; H NMR (400 MHz, CDCl ) δ 8.11-8.12 (m, 2H, ArH),
3
7
.72-7.75 (m, 2H, ArH), 4.66 (s, 2H, CH S), 4.37 (m, 2H, S=CNCH ), 3.96 (m, 2H,
2 2
13
S=CNCH ), 2.52 (m, 4H, CH NCH ), 2.37 (s, 3H, NCH ), 2.35 (s, 3H, C=CCH ). C
2
2
2
3
3
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