BE449148A - - Google Patents

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Publication number

BE449148A

BE449148A BE449148DA BE449148A BE 449148 A BE449148 A BE 449148A BE 449148D A BE449148D A BE 449148DA BE 449148 A BE449148 A BE 449148A

Authority

BE

Belgium

Prior art keywords

groups

reaction

acid

reacting

desc

Prior art date

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• 238000006243 chemical reaction Methods 0.000 claims description 10
• 150000001875 compounds Chemical class 0.000 claims description 10
• 239000002253 acid Substances 0.000 claims description 9
• 238000000034 method Methods 0.000 claims description 6
• 238000009833 condensation Methods 0.000 claims description 5
• 230000005494 condensation Effects 0.000 claims description 5
• 150000007513 acids Chemical class 0.000 claims description 3
• 125000004043 oxo group Chemical group O=* 0.000 claims description 3
• 125000001424 substituent group Chemical group 0.000 claims description 3
• 230000000903 blocking effect Effects 0.000 claims description 2
• QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 9
• VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 8
• 125000004435 hydrogen atom Chemical group [H]* 0.000 description 5
• -1 monochlorocrotylbarbituric acid Chemical compound 0.000 description 4
• 238000003756 stirring Methods 0.000 description 4
• 229910052736 halogen Inorganic materials 0.000 description 3
• 150000002367 halogens Chemical group 0.000 description 3
• 238000002844 melting Methods 0.000 description 3
• 230000008018 melting Effects 0.000 description 3
• 238000007363 ring formation reaction Methods 0.000 description 3
• 125000004429 atom Chemical group 0.000 description 2
• 238000001816 cooling Methods 0.000 description 2
• 238000010494 dissociation reaction Methods 0.000 description 2
• 230000005593 dissociations Effects 0.000 description 2
• 229910052739 hydrogen Inorganic materials 0.000 description 2
• 239000001257 hydrogen Substances 0.000 description 2
• 150000002923 oximes Chemical class 0.000 description 2
• 239000000126 substance Substances 0.000 description 2
• JWZZKOKVBUJMES-UHFFFAOYSA-N (+-)-Isoprenaline Chemical group CC(C)NCC(O)C1=CC=C(O)C(O)=C1 JWZZKOKVBUJMES-UHFFFAOYSA-N 0.000 description 1
• ZNBNBTIDJSKEAM-UHFFFAOYSA-N 4-[7-hydroxy-2-[5-[5-[6-hydroxy-6-(hydroxymethyl)-3,5-dimethyloxan-2-yl]-3-methyloxolan-2-yl]-5-methyloxolan-2-yl]-2,8-dimethyl-1,10-dioxaspiro[4.5]decan-9-yl]-2-methyl-3-propanoyloxypentanoic acid Chemical compound C1C(O)C(C)C(C(C)C(OC(=O)CC)C(C)C(O)=O)OC11OC(C)(C2OC(C)(CC2)C2C(CC(O2)C2C(CC(C)C(O)(CO)O2)C)C)CC1 ZNBNBTIDJSKEAM-UHFFFAOYSA-N 0.000 description 1
• ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 1
• LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
• DBTDEFJAFBUGPP-UHFFFAOYSA-N Methanethial Chemical compound S=C DBTDEFJAFBUGPP-UHFFFAOYSA-N 0.000 description 1
• 150000007945 N-acyl ureas Chemical class 0.000 description 1
• CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 1
• 238000007792 addition Methods 0.000 description 1
• 125000001931 aliphatic group Chemical group 0.000 description 1
• 125000003368 amide group Chemical group 0.000 description 1
• 150000001412 amines Chemical class 0.000 description 1
• 150000001413 amino acids Chemical class 0.000 description 1
• ZJANHZQTRVGIRP-UHFFFAOYSA-N aminourea;sulfuric acid Chemical compound NNC(N)=O.OS(O)(=O)=O ZJANHZQTRVGIRP-UHFFFAOYSA-N 0.000 description 1
• 125000003710 aryl alkyl group Chemical group 0.000 description 1
• 125000003118 aryl group Chemical group 0.000 description 1
• 230000015572 biosynthetic process Effects 0.000 description 1
• 239000002981 blocking agent Substances 0.000 description 1
• 229910052801 chlorine Inorganic materials 0.000 description 1
• 239000000460 chlorine Substances 0.000 description 1
• 238000000354 decomposition reaction Methods 0.000 description 1
• 238000006073 displacement reaction Methods 0.000 description 1
• 230000008030 elimination Effects 0.000 description 1
• 238000003379 elimination reaction Methods 0.000 description 1
• 230000002349 favourable effect Effects 0.000 description 1
• 125000000623 heterocyclic group Chemical group 0.000 description 1
• 230000007062 hydrolysis Effects 0.000 description 1
• 238000006460 hydrolysis reaction Methods 0.000 description 1
• NXPHCVPFHOVZBC-UHFFFAOYSA-N hydroxylamine;sulfuric acid Chemical compound ON.OS(O)(=O)=O NXPHCVPFHOVZBC-UHFFFAOYSA-N 0.000 description 1
• 229910000378 hydroxylammonium sulfate Inorganic materials 0.000 description 1
• 238000002955 isolation Methods 0.000 description 1
• 150000002576 ketones Chemical class 0.000 description 1
• 239000007788 liquid Substances 0.000 description 1
• 238000004519 manufacturing process Methods 0.000 description 1
• 239000000203 mixture Substances 0.000 description 1
• 125000002560 nitrile group Chemical group 0.000 description 1
• 150000002896 organic halogen compounds Chemical class 0.000 description 1
• UHZYTMXLRWXGPK-UHFFFAOYSA-N phosphorus pentachloride Chemical compound ClP(Cl)(Cl)(Cl)Cl UHZYTMXLRWXGPK-UHFFFAOYSA-N 0.000 description 1
• 238000002360 preparation method Methods 0.000 description 1
• 239000000047 product Substances 0.000 description 1
• 239000011541 reaction mixture Substances 0.000 description 1
• 229920006395 saturated elastomer Polymers 0.000 description 1
• 150000007659 semicarbazones Chemical class 0.000 description 1
• 239000011265 semifinished product Substances 0.000 description 1
• 125000000020 sulfo group Chemical group O=S(=O)([*])O[H] 0.000 description 1
• 238000004448 titration Methods 0.000 description 1
• 230000009466 transformation Effects 0.000 description 1