Benzothiazole Derivatives. 48. Synthesis of 3-Alkoxycarbonylmethyl-6-bromo-2-benzothiazolones and 3-Alkoxycarbonylmethyl-6-nitro-2-benzothiazolones as Potential Plant Growth Regulators
Abstract
:Introduction
Results and Discussion
Experimental
General
Results of 1H NMR analysis (80 MHz; CDCl3):
6-Bromobenzothiazole skeleton
6-Nitrobenzothiazole skeleton
-CH2-COOR substituents
3-Alkoxycarbonylmethyl-6-bromo-2-bezothiazolones 1, 3, 5, 7, 9, 11, 12, 14, 15, 17, 19, 20, 21
3-Alkoxycarbonylmethyl-6-nitro-2-bezothiazolones 2, 4, 6, 8, 10, 13, 16, 18, 22
Acknowledgements
References and Notes
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- Samples Availability: Available from the authors.
Compound | Stimulation | Compound | Stimulation | ||
Δl (mm) | Δ (%) | Δl (mm) | Δ (%) | ||
1 | 1.59 | 26.04a | 13 | 0.26 | 5.71 |
2 | 0.26 | 5.78 | 14 | 1.01 | 22.19a |
3 | 1.64 | 27.37a | 15 | 1.61 | 26.87a |
4 | 0.12 | 2.63 | 16 | 0.42 | 9.23 |
5 | 1.50 | 25.04a | 17 | 1.12 | 22.73a |
6 | -0.04 | -0.67 | 18 | 0.02 | 0.43 |
7 | 1.50 | 25.04 | 19 | 1.80 | 29.10a |
8 | 0.56 | 12.30 | 20 | 1.72 | 27.31a |
9 | 1.79 | 29.88a | 21 | 0.92 | 20.21a |
10 | 0.50 | 9.34 | 22 | 0.29 | 4.84 |
11 | 1.60 | 26.11a | IAAb | 5.93 | 100.33 |
12 | 1.37 | 22.87a | 2,4-Dc | 2.56 | 51.09 |
Compound | Q1(S).103 | Q2(C).103 | -Q6(C).103 | μ.1030 /Cm | log P |
1 | 299 | 184 | 181 | 11.6 | 1.41 |
2 | 325 | 179 | 226 | 11.6 | 0.58 |
3 | 298 | 184 | 182 | 11.0 | 1.76 |
4 | 324 | 178 | 227 | 11.1 | 0.92 |
5 | 298 | 183 | 182 | 11.2 | 2.22 |
6 | 325 | 178 | 227 | 10.9 | 1.39 |
7 | 296 | 182 | 182 | 11.8 | 2.17 |
8 | 323 | 177 | 227 | 12.0 | 1.33 |
9 | 299 | 185 | 182 | 10.8 | 2.15 |
10 | 325 | 180 | 227 | 10.2 | 1.32 |
11 | 299 | 182 | 181 | 11.4 | 1.69 |
12 | 298 | 185 | 182 | 9.9 | 2.62 |
13 | 324 | 180 | 227 | 10.7 | 1.78 |
14 | 296 | 181 | 181 | 11.6 | 2.64 |
15 | 297 | 184 | 181 | 10.6 | 3.02 |
16 | 324 | 180 | 227 | 10.6 | 2.15 |
17 | 297 | 185 | 181 | 10.0 | 3.02 |
18 | 324 | 180 | 227 | 10.5 | 2.11 |
19 | 298 | 184 | 182 | 10.6 | 3.41 |
20 | 297 | 184 | 181 | 10.5 | 3.81 |
21 | 293 | 184 | 182 | 9.5 | 3.19 |
22 | 319 | 178 | 227 | 11.0 | 2.35 |
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Loos, D.; Sidoova, E.; Sutoris, V. Benzothiazole Derivatives. 48. Synthesis of 3-Alkoxycarbonylmethyl-6-bromo-2-benzothiazolones and 3-Alkoxycarbonylmethyl-6-nitro-2-benzothiazolones as Potential Plant Growth Regulators. Molecules 1999, 4, 81-93. https://doi.org/10.3390/40400081
Loos D, Sidoova E, Sutoris V. Benzothiazole Derivatives. 48. Synthesis of 3-Alkoxycarbonylmethyl-6-bromo-2-benzothiazolones and 3-Alkoxycarbonylmethyl-6-nitro-2-benzothiazolones as Potential Plant Growth Regulators. Molecules. 1999; 4(4):81-93. https://doi.org/10.3390/40400081
Chicago/Turabian StyleLoos, Dusan, Eva Sidoova, and Viktor Sutoris. 1999. "Benzothiazole Derivatives. 48. Synthesis of 3-Alkoxycarbonylmethyl-6-bromo-2-benzothiazolones and 3-Alkoxycarbonylmethyl-6-nitro-2-benzothiazolones as Potential Plant Growth Regulators" Molecules 4, no. 4: 81-93. https://doi.org/10.3390/40400081