CN100488954C - 用作杀菌剂的芳基取代的异噁唑啉类化合物 - Google Patents
用作杀菌剂的芳基取代的异噁唑啉类化合物 Download PDFInfo
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- CN100488954C CN100488954C CNB2004100204679A CN200410020467A CN100488954C CN 100488954 C CN100488954 C CN 100488954C CN B2004100204679 A CNB2004100204679 A CN B2004100204679A CN 200410020467 A CN200410020467 A CN 200410020467A CN 100488954 C CN100488954 C CN 100488954C
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- Prior art keywords
- alkyl
- halogen
- compound
- phenyl
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- 229920000053 polysorbate 80 Polymers 0.000 description 1
- 239000003223 protective agent Substances 0.000 description 1
- ZLIBICFPKPWGIZ-UHFFFAOYSA-N pyrimethanil Chemical compound CC1=CC(C)=NC(NC=2C=CC=CC=2)=N1 ZLIBICFPKPWGIZ-UHFFFAOYSA-N 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 230000035484 reaction time Effects 0.000 description 1
- 238000001953 recrystallisation Methods 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 229930195734 saturated hydrocarbon Natural products 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 239000000779 smoke Substances 0.000 description 1
- 229910052938 sodium sulfate Inorganic materials 0.000 description 1
- 235000011152 sodium sulphate Nutrition 0.000 description 1
- 235000014347 soups Nutrition 0.000 description 1
- 230000001954 sterilising effect Effects 0.000 description 1
- 238000004659 sterilization and disinfection Methods 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 230000008719 thickening Effects 0.000 description 1
- 125000003944 tolyl group Chemical group 0.000 description 1
- ONCZDRURRATYFI-TVJDWZFNSA-N trifloxystrobin Chemical compound CO\N=C(\C(=O)OC)C1=CC=CC=C1CO\N=C(/C)C1=CC=CC(C(F)(F)F)=C1 ONCZDRURRATYFI-TVJDWZFNSA-N 0.000 description 1
- 235000013311 vegetables Nutrition 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
Landscapes
- Agricultural Chemicals And Associated Chemicals (AREA)
Abstract
Description
编号 | R | R<sub>1</sub> | R<sub>4</sub> | Y | X | n | 物性 |
1 | CH<sub>3</sub> | CH<sub>3</sub> | 3-Cl-Ph | C | H | 5 | |
2 | CH<sub>3</sub> | CH<sub>3</sub> | 4-Cl-Ph | C | H | 5 | 淡黄色固体(A/B=68/32)M.P.45-52℃ |
3 | CH<sub>3</sub> | CH<sub>3</sub> | 4-吡啶基 | C | H | 5 | 淡黄色油状物(A/B=49.5/50.5) |
4 | CH<sub>3</sub> | H | 3-CH<sub>3</sub>O-Ph | C | 3-OCH<sub>3</sub> | 1 | 淡黄色油状物 |
5 | CH<sub>3</sub> | H | 4-Cl-Ph | C | 3-OCH<sub>3</sub> | 1 | |
6 | CH<sub>3</sub> | H | 4-Cl-Ph | C | 4-OCH<sub>3</sub> | 1 | 淡黄色固体(A/B=77/23)M.P.80-88℃ |
7 | CH<sub>3</sub> | H | 3-CH<sub>3</sub>O-Ph | C | 2,4-(OCH<sub>3</sub>)<sub>2</sub> | 2 | 淡黄色油状物 |
8 | CH<sub>3</sub> | H | 3-CH<sub>3</sub>O-Ph | C | 4-OCH<sub>3</sub> | 1 | 无色油状物(A/B=34/66) |
9 | CH<sub>3</sub> | H | 4-CH<sub>3</sub>-Ph | C | 4-OCH<sub>3</sub> | ||
10 | CH<sub>3</sub> | H | 4-CH3-Ph | C | 3-OCH<sub>3</sub> | 1 | 无色油状物 |
11 | CH<sub>3</sub> | H | 4-F-Ph | C | 4-OCH<sub>3</sub> | 1 | 黄色油状物 |
12 | CH<sub>3</sub> | H | 4-吡啶基 | C | 3-OCH<sub>3</sub> | 1 | 无色油状物 |
13 | CH<sub>3</sub> | H | 4-吡啶基 | C | 4-OCH<sub>3</sub> | 1 | 黄色油状物(A/B=64/36) |
13-1 | CH<sub>3</sub> | H | 4-吡啶基 | C | 4-OCH<sub>3</sub> | 1 | 黄色油状物(A/B=24/76) |
14 | C<sub>2</sub>H<sub>5</sub> | H | 3-CH<sub>3</sub>O-Ph | C | 4-OCH<sub>3</sub> | 1 | |
15 | C<sub>2</sub>H<sub>5</sub> | H | 3-CH<sub>3</sub>O-Ph | C | 3-OCH<sub>3</sub> | 1 | 无色油状物 |
16 | CH<sub>3</sub> | CH<sub>3</sub> | 4-吡啶基 | C | 3-NO<sub>2</sub> | 1 | 黄色油状物 |
17 | CH<sub>3</sub> | CH<sub>3</sub> | 3-CH<sub>3</sub>O-Ph | C | 3-Cl | 1 | |
18 | CH<sub>3</sub> | CH<sub>3</sub> | 4-Cl-Ph | C | 4-NO<sub>2</sub> | 1 | 黄色油状物 |
19 | CH<sub>3</sub> | CH<sub>3</sub> | 4-NO<sub>2</sub>-Ph | C | 4-Cl | 1 | |
20 | CH<sub>3</sub> | CH<sub>3</sub> | 4-吡啶基 | C | 4-NO<sub>2</sub> | 1 | 黄色油状物(A/B=31/69) |
21 | CH<sub>3</sub> | CH<sub>3</sub> | 4-Cl-Ph | C | 3-NO<sub>2</sub> | 1 | 黄色油状物 |
22 | CH<sub>3</sub> | CH<sub>3</sub> | 3-CH<sub>3</sub>O-Ph | C | 4-Cl | 1 | 黄色固体(A/B=1/1)M.P.64-71℃ |
22-1 | CH<sub>3</sub> | CH<sub>3</sub> | 3-CH<sub>3</sub>O-Ph | C | 4-Cl | 1 | 黄色固体异构体BM.P.68-71℃ |
23 | CH<sub>3</sub> | CH<sub>3</sub> | 3-NO<sub>2</sub>-Ph | C | 4-Cl | 1 | 黄色油状物(A/B=35/65) |
23-1 | CH<sub>3</sub> | CH<sub>3</sub> | 3-NO<sub>2</sub>-Ph | C | 4-Cl | 1 | 黄色油状物异构体B |
24 | CH<sub>3</sub> | CH<sub>3</sub> | 3-NO<sub>2</sub>-Ph | N | H | 4 | 黄色油状物 |
25 | CH<sub>3</sub> | CH<sub>3</sub> | 4-Cl-Ph | N | H | 4 | 黄色固体(A/B=20/80)M.P.68-75℃ |
26 | CH<sub>3</sub> | CH<sub>3</sub> | 4-吡啶基 | C | 4-Cl | 1 | 黄色油状物(A/B=86/14) |
27 | CH<sub>3</sub> | CH<sub>3</sub> | 3-CH<sub>3</sub>O-Ph | N | H | 4 | 黄色油状物(A/B=39/61) |
28 | CH<sub>3</sub> | CH<sub>3</sub> | 4-吡啶基 | N | H | 4 | 黄色固体(A/B=52/48)M.P.64-73℃ |
28-1 | CH<sub>3</sub> | CH<sub>3</sub> | 4-吡啶基 | N | H | 4 | 黄色固体异构体BM.P.68-72℃ |
化合物编号 | 1HNMR数据(化学位移δ,内标TMS) |
2 | 1.54-1.59(2s 3H),2.57-2.61(2s 3H),2.31-3.00(2m 1H),2.59-2.81(2m1H),5.06-5.21(2m 1H),7.19-7.41(m9H) |
3 | 1.51-1.59(2s 3H),2.57-2.62(2s 3H),2.54-3.22(2s 1H),2.88-3.10(2m1H),5.07-5.21(2q 1H),7.23-7.40(m 5H),7.45-7.56(2m 2H),8.52-8.572m 2H) |
6 | 2.66-2.67(2s 3H),3.78-3.81(2s 3H),2.31-3.15(2m 1H),2.51-2.81(2m 1H),5.22(m1H),3.65-3.79(m 1H),6.84-6.91(m 2H),7.24-7.30(m 2H),7.30-7.43(m 4H) |
8 | 2.68(s 3H),3.81(s 3H),3.83(s 3H),2.40-3.06(2m 1H),2.50-2.73(2m 1H),3.64(m1H),5.20(q 1H),6.90(m 2H),7.00(d 1H),7.04(q 1H)7.29(t 1H),7.35(m 2H), |
13 | 2.66-2.69(2s 3H),3.78-3.81(2s 3H),2.31-3.14(2m 1H),2.51-2.80(2m1H),3.64(m1H),5.20(m 1H),6.84-6.90(2dd 2H),7.20-7.30(2dd 2H),7.26-7.39(2m2H),8.55-8.60(m 2H) |
20 | 1.55-1.61(2s 3H),2.66-2.68(2s 3H),2.57-2.97(2m 1H),2.40-3.08(2m1H),4.97-5.27(2dd 1H),7.27-7.31(m 2H),7.66-7.84(2dd 2H),8.15-8.21(2dd 2H),8.47-8.60(m 2H) |
22 | 1.53-1.56(2s 3H),2.62-2.64(2s 3H),2.60-2.84(2dd 1H),2.36-3.36(2m1H),5.02-5.25(2dd 1H),6.64-7.91(m 8H) |
22-1 | 1.56(s 3H),2.62(s 3H),3.65(s 3H),2.60-2.84(2m 2H),5.25(dd 1H),7.30(m2H),7.48(d 2H),6.67(s 1H),6.82(d 2H),7.18(m 1H) |
23 | 1.53-1.58(2s 3H),2.59-2.61(2s 3H),2.55-2.92(2m 1H),2.39-3.05(2m1H),5.08-5.31(2dd 1H),7.26-8.26(m 8H) |
23-1 | 1.58(s 3H),2.61(s 3H),2.54(dd 1H),2.92(dd 1H),5.31(dd 1H),7.27(m2H),7.42(m 2H),7.45(t 1H),7.60(d 1H),8.05(d 1H) |
24 | 1.59-1.63(2s 3H),2.65(s 3H),2.39-3.02(2m 1H),2.55-2.95(2m 1H),5.15-5.34(2dd 1H),7.17-7.57(2d 1H),7.24-7.85(2d 1H),7.31-7.36(m1H),7.96-8.08(2d 1H),8.11-8.27(2s 1H),8.15-8.25(2m 1H),8.49-8.56(2d 1H),8.71-8.84(2s 1H) |
25 | 1.49(s 3H),2.57(s 3H),2.32-3.03(2m 1H),2.50-2.88(2m 1H),5.02-5.22(2m 1H),7.20-7.28(2dd 2H),7.34(dd 2H),7.52(dd 2H),8.52-8.58(2dd 2H) |
26 | 1.54-1.56(2s 3H),2.65(s 3H),2.33-2.93(2dd 1H),2.53-2.87(2dd 1H),4.95-5.26(2dd 1H),7.08-7.32(m 4H),7.42-7.51(2d 2H),8.55-8.60(2d2H) |
27 | 1.58-1.62(2s 3H),2.65(s3H),2.43-2.97(2m 1H),2.63-2.89(2m 1H),3.67-3.82(2s 3H),5.02-5.28(2dd 1H),6.71-6.96(m 3H),7.18-7.27(2t1H),7.24-7.30(2dd 1H),7.89-7.97(2dd 1H),8.48-8.53(2dd 1H),8.76-8.82(2dd 1H) |
28 | 1.52-1.57(2s 3H),2.65-2.66(2s 3H),2.38-3.02(2dd 1H),2.58-2.93(2dd 1H),4.96-5.24(2dd 1H),7.14-7.52(m 4H),8.49-8.63(m 4H) |
28-1 | 1.57(s 3H),2.65(s 3H),2.52(dd 1H),2.94(dd 1H),5,25(dd 1H),7.15(m2H),7.39(m 2H),8.49-8.60(m 4H) |
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Non-Patent Citations (3)
Title |
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(Z)-2-(4-Fluorophenyl)-3-(3-nitrophenyl)-5-phenylisoxazolidine:the major isomer formed by 1,3-dipolar addition of anarylnitrone to styrene. Banks, R. E, et al.Acta Crystallographica, Section C: Crystal Structure Communications,Vol.51 No.7. 1995 * |
Reaction of azomethine N-oxides. III. Reactions of someazomethine N-oxides with fluoranil, phenyl vinyl sulfone, andb-nitrostyrene. El-Din, et al.Bulletin of the Chemical Society of Japan,Vol.59 No.4. 1986 * |
Solid phase synthesis of diverse isoxazolidines via 1,3-dipolarcycloaddition. Haap, Wolfgang J. et al.Tetrahedron,Vol.54 No.15. 1998 * |
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