BE455826A - - Google Patents

Info

Publication number

BE455826A

BE455826A BE455826DA BE455826A BE 455826 A BE455826 A BE 455826A BE 455826D A BE455826D A BE 455826DA BE 455826 A BE455826 A BE 455826A

Authority

BE

Belgium

Prior art keywords

ethers

amino

nitro

phenylalkenyl

reaction mixture

Prior art date

Links

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• 150000002170 ethers Chemical class 0.000 claims description 26
• 150000003839 salts Chemical class 0.000 claims description 16
• 238000000034 method Methods 0.000 claims description 10
• XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 9
• VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims description 8
• 239000011541 reaction mixture Substances 0.000 claims description 8
• TXUICONDJPYNPY-UHFFFAOYSA-N (1,10,13-trimethyl-3-oxo-4,5,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-17-yl) heptanoate Chemical compound C1CC2CC(=O)C=C(C)C2(C)C2C1C1CCC(OC(=O)CCCCCC)C1(C)CC2 TXUICONDJPYNPY-UHFFFAOYSA-N 0.000 claims description 4
• 229910021626 Tin(II) chloride Inorganic materials 0.000 claims description 4
• 238000002360 preparation method Methods 0.000 claims description 4
• 239000002904 solvent Substances 0.000 claims description 4
• 239000001119 stannous chloride Substances 0.000 claims description 4
• 235000011150 stannous chloride Nutrition 0.000 claims description 4
• 238000009834 vaporization Methods 0.000 claims description 4
• 230000008016 vaporization Effects 0.000 claims description 4
• 238000002425 crystallisation Methods 0.000 claims description 2
• 230000008025 crystallization Effects 0.000 claims description 2
• GOJUJUVQIVIZAV-UHFFFAOYSA-N 2-amino-4,6-dichloropyrimidine-5-carbaldehyde Chemical group NC1=NC(Cl)=C(C=O)C(Cl)=N1 GOJUJUVQIVIZAV-UHFFFAOYSA-N 0.000 claims 1
• RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 6
• 239000000203 mixture Substances 0.000 description 6
• 239000000126 substance Substances 0.000 description 6
• 238000000926 separation method Methods 0.000 description 4
• 235000019605 sweet taste sensations Nutrition 0.000 description 4
• RXQCEGOUSFBKPI-UHFFFAOYSA-N 5-Nitro-2-propoxyaniline Chemical compound CCCOC1=CC=C([N+]([O-])=O)C=C1N RXQCEGOUSFBKPI-UHFFFAOYSA-N 0.000 description 3
• 238000001816 cooling Methods 0.000 description 3
• POLCUAVZOMRGSN-UHFFFAOYSA-N dipropyl ether Chemical compound CCCOCCC POLCUAVZOMRGSN-UHFFFAOYSA-N 0.000 description 3
• 239000012452 mother liquor Substances 0.000 description 3
• SYSQUGFVNFXIIT-UHFFFAOYSA-N n-[4-(1,3-benzoxazol-2-yl)phenyl]-4-nitrobenzenesulfonamide Chemical class C1=CC([N+](=O)[O-])=CC=C1S(=O)(=O)NC1=CC=C(C=2OC3=CC=CC=C3N=2)C=C1 SYSQUGFVNFXIIT-UHFFFAOYSA-N 0.000 description 3
• LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
• QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
• 239000002253 acid Substances 0.000 description 2
• 239000003638 chemical reducing agent Substances 0.000 description 2
• 235000009508 confectionery Nutrition 0.000 description 2
• 238000002844 melting Methods 0.000 description 2
• 230000008018 melting Effects 0.000 description 2
• RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 description 1
• ISWBZHMWQAJKCD-UHFFFAOYSA-N 2-(2-amino-4-nitrophenoxy)-5-nitroaniline Chemical compound NC1=CC([N+]([O-])=O)=CC=C1OC1=CC=C([N+]([O-])=O)C=C1N ISWBZHMWQAJKCD-UHFFFAOYSA-N 0.000 description 1
• -1 2-amino-4-nitro-phenyl Chemical group 0.000 description 1
• ZSUBWKSUEBTXOR-UHFFFAOYSA-N 3-nitro-4-propoxyaniline Chemical compound CCCOC1=CC=C(N)C=C1[N+]([O-])=O ZSUBWKSUEBTXOR-UHFFFAOYSA-N 0.000 description 1
• ZAFNJMIOTHYJRJ-UHFFFAOYSA-N Diisopropyl ether Chemical compound CC(C)OC(C)C ZAFNJMIOTHYJRJ-UHFFFAOYSA-N 0.000 description 1
• 150000007513 acids Chemical class 0.000 description 1
• 238000004821 distillation Methods 0.000 description 1
• 238000001035 drying Methods 0.000 description 1
• 238000000605 extraction Methods 0.000 description 1
• 239000004744 fabric Substances 0.000 description 1
• 125000004344 phenylpropyl group Chemical group 0.000 description 1
• BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 1
• 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
• 229920006395 saturated elastomer Polymers 0.000 description 1
• 238000005507 spraying Methods 0.000 description 1
• 238000003756 stirring Methods 0.000 description 1