SU999970A3 - Способ получени гетероциклических соединений - Google Patents

Info

Publication number

SU999970A3

SU999970A3 SU813265693A SU3265693A SU999970A3 SU 999970 A3 SU999970 A3 SU 999970A3 SU 813265693 A SU813265693 A SU 813265693A SU 3265693 A SU3265693 A SU 3265693A SU 999970 A3 SU999970 A3 SU 999970A3

Authority

SU

USSR - Soviet Union

Prior art keywords

trans

methyl

formula

compound

alkyl

Prior art date

1980-04-18

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• 238000000034 method Methods 0.000 title claims description 5
• 150000002391 heterocyclic compounds Chemical class 0.000 title claims description 4
• 150000001875 compounds Chemical class 0.000 claims abstract description 15
• 229910052760 oxygen Inorganic materials 0.000 claims abstract description 6
• 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims abstract description 6
• 229910052717 sulfur Inorganic materials 0.000 claims abstract description 6
• -1 methylenedioxy group Chemical group 0.000 claims abstract description 5
• 125000000217 alkyl group Chemical group 0.000 claims abstract description 4
• 125000000392 cycloalkenyl group Chemical group 0.000 claims abstract description 3
• 229910052736 halogen Inorganic materials 0.000 claims abstract description 3
• 150000002367 halogens Chemical class 0.000 claims abstract description 3
• 125000000753 cycloalkyl group Chemical group 0.000 claims abstract 2
• IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 4
• NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 4
• QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 4
• 239000001301 oxygen Substances 0.000 claims description 4
• 239000011593 sulfur Substances 0.000 claims description 4
• 125000004432 carbon atom Chemical group C* 0.000 claims description 2
• 125000004970 halomethyl group Chemical group 0.000 claims description 2
• 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims description 2
• 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 2
• 229910052757 nitrogen Inorganic materials 0.000 claims description 2
• 125000001424 substituent group Chemical group 0.000 claims description 2
• 125000001544 thienyl group Chemical group 0.000 claims description 2
• 230000000895 acaricidal effect Effects 0.000 abstract description 6
• 241000238876 Acari Species 0.000 abstract description 5
• 235000013601 eggs Nutrition 0.000 abstract description 4
• 125000000623 heterocyclic group Chemical group 0.000 abstract description 3
• 239000012948 isocyanate Substances 0.000 abstract description 3
• 150000002513 isocyanates Chemical class 0.000 abstract description 3
• 238000002360 preparation method Methods 0.000 abstract description 3
• 239000000642 acaricide Substances 0.000 abstract description 2
• 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 abstract description 2
• DYLIWHYUXAJDOJ-OWOJBTEDSA-N (e)-4-(6-aminopurin-9-yl)but-2-en-1-ol Chemical compound NC1=NC=NC2=C1N=CN2C\C=C\CO DYLIWHYUXAJDOJ-OWOJBTEDSA-N 0.000 abstract 1
• 241001465754 Metazoa Species 0.000 abstract 1
• ZMZDMBWJUHKJPS-UHFFFAOYSA-M Thiocyanate anion Chemical compound [S-]C#N ZMZDMBWJUHKJPS-UHFFFAOYSA-M 0.000 abstract 1
• 125000003545 alkoxy group Chemical group 0.000 abstract 1
• 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 abstract 1
• 125000001188 haloalkyl group Chemical group 0.000 abstract 1
• ZMZDMBWJUHKJPS-UHFFFAOYSA-N hydrogen thiocyanate Natural products SC#N ZMZDMBWJUHKJPS-UHFFFAOYSA-N 0.000 abstract 1
• 231100000053 low toxicity Toxicity 0.000 abstract 1
• 239000000463 material Substances 0.000 abstract 1
• 125000004433 nitrogen atom Chemical group N* 0.000 abstract 1
• 125000004430 oxygen atom Chemical group O* 0.000 abstract 1
• LMBFAGIMSUYTBN-MPZNNTNKSA-N teixobactin Chemical compound C([C@H](C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H](CCC(N)=O)C(=O)N[C@H]([C@@H](C)CC)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H]1C(N[C@@H](C)C(=O)N[C@@H](C[C@@H]2NC(=N)NC2)C(=O)N[C@H](C(=O)O[C@H]1C)[C@@H](C)CC)=O)NC)C1=CC=CC=C1 LMBFAGIMSUYTBN-MPZNNTNKSA-N 0.000 abstract 1
• XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 12
• 239000000203 mixture Substances 0.000 description 10
• IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 8
• 125000000590 4-methylphenyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1*)C([H])([H])[H] 0.000 description 5
• 239000011541 reaction mixture Substances 0.000 description 5
• XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 5
• 239000002904 solvent Substances 0.000 description 4
• UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
• ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 3
• 238000004440 column chromatography Methods 0.000 description 3
• 238000001816 cooling Methods 0.000 description 3
• KQWGXHWJMSMDJJ-UHFFFAOYSA-N cyclohexyl isocyanate Chemical compound O=C=NC1CCCCC1 KQWGXHWJMSMDJJ-UHFFFAOYSA-N 0.000 description 3
• 238000003756 stirring Methods 0.000 description 3
• 241000239290 Araneae Species 0.000 description 2
• HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 2
• 239000000839 emulsion Substances 0.000 description 2
• 239000005457 ice water Substances 0.000 description 2
• 239000000843 powder Substances 0.000 description 2
• VDVDIOHQFKXVFQ-HTQZYQBOSA-N (1r,2r)-1-isocyanato-2-methylcyclohexane Chemical compound C[C@@H]1CCCC[C@H]1N=C=O VDVDIOHQFKXVFQ-HTQZYQBOSA-N 0.000 description 1
• GZAVKPPVAJXENZ-UHFFFAOYSA-N 1,3-oxazolidine-3-carboxamide Chemical class NC(=O)N1CCOC1 GZAVKPPVAJXENZ-UHFFFAOYSA-N 0.000 description 1
• IZXIZTKNFFYFOF-UHFFFAOYSA-N 2-Oxazolidone Chemical compound O=C1NCCO1 IZXIZTKNFFYFOF-UHFFFAOYSA-N 0.000 description 1
• 125000000175 2-thienyl group Chemical group S1C([*])=C([H])C([H])=C1[H] 0.000 description 1
• 241000488581 Panonychus citri Species 0.000 description 1
• 235000010627 Phaseolus vulgaris Nutrition 0.000 description 1
• 244000046052 Phaseolus vulgaris Species 0.000 description 1
• 150000001412 amines Chemical class 0.000 description 1
• 239000012141 concentrate Substances 0.000 description 1
• 239000013078 crystal Substances 0.000 description 1
• 239000003085 diluting agent Substances 0.000 description 1
• 230000000694 effects Effects 0.000 description 1
• 239000004495 emulsifiable concentrate Substances 0.000 description 1
• 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
• 230000009969 flowable effect Effects 0.000 description 1
• 239000008187 granular material Substances 0.000 description 1
• 238000010438 heat treatment Methods 0.000 description 1
• 230000002363 herbicidal effect Effects 0.000 description 1
• 239000004009 herbicide Substances 0.000 description 1
• 230000000749 insecticidal effect Effects 0.000 description 1
• 239000002917 insecticide Substances 0.000 description 1
• 230000003993 interaction Effects 0.000 description 1
• 238000004519 manufacturing process Methods 0.000 description 1
• 239000003960 organic solvent Substances 0.000 description 1
• 239000000546 pharmaceutical excipient Substances 0.000 description 1
• 239000004476 plant protection product Substances 0.000 description 1
• 238000010992 reflux Methods 0.000 description 1