SU410016A1 - - Google Patents

Info

Publication number

SU410016A1

SU410016A1 SU1777960A SU1777960A SU410016A1 SU 410016 A1 SU410016 A1 SU 410016A1 SU 1777960 A SU1777960 A SU 1777960A SU 1777960 A SU1777960 A SU 1777960A SU 410016 A1 SU410016 A1 SU 410016A1

Authority

SU

USSR - Soviet Union

Prior art keywords

heated

excess

acetic anhydride

hippuric acid

substitution

Prior art date

1972-04-25

Links

• Espacenet
• Global Dossier
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• WFDIJRYMOXRFFG-UHFFFAOYSA-N Acetic anhydride Chemical compound CC(=O)OC(C)=O WFDIJRYMOXRFFG-UHFFFAOYSA-N 0.000 claims description 18
• QIAFMBKCNZACKA-UHFFFAOYSA-N N-benzoylglycine Chemical compound OC(=O)CNC(=O)C1=CC=CC=C1 QIAFMBKCNZACKA-UHFFFAOYSA-N 0.000 claims description 14
• 238000000034 method Methods 0.000 claims description 6
• 239000003960 organic solvent Substances 0.000 claims description 4
• 125000001725 pyrenyl group Chemical class 0.000 claims description 3
• 125000001424 substituent group Chemical group 0.000 claims description 3
• 125000004429 atom Chemical group 0.000 claims description 2
• 150000001555 benzenes Chemical class 0.000 claims description 2
• 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 2
• 229910052760 oxygen Inorganic materials 0.000 claims description 2
• 239000001301 oxygen Substances 0.000 claims description 2
• 125000004430 oxygen atom Chemical group O* 0.000 claims description 2
• 229910052717 sulfur Chemical group 0.000 claims description 2
• 125000004434 sulfur atom Chemical group 0.000 claims description 2
• QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims 3
• 238000006467 substitution reaction Methods 0.000 claims 2
• 150000003839 salts Chemical class 0.000 claims 1
• ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 12
• WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 3
• UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
• 238000001816 cooling Methods 0.000 description 3
• LYGJENNIWJXYER-UHFFFAOYSA-N nitromethane Chemical compound C[N+]([O-])=O LYGJENNIWJXYER-UHFFFAOYSA-N 0.000 description 3
• HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 2
• LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
• 150000001875 compounds Chemical class 0.000 description 2
• 150000004715 keto acids Chemical class 0.000 description 2
• VLTRZXGMWDSKGL-UHFFFAOYSA-M perchlorate Inorganic materials [O-]Cl(=O)(=O)=O VLTRZXGMWDSKGL-UHFFFAOYSA-M 0.000 description 2
• IEJPPSMHUUQABK-UHFFFAOYSA-N 2,4-diphenyl-4h-1,3-oxazol-5-one Chemical class O=C1OC(C=2C=CC=CC=2)=NC1C1=CC=CC=C1 IEJPPSMHUUQABK-UHFFFAOYSA-N 0.000 description 1
• HIXDQWDOVZUNNA-UHFFFAOYSA-N 2-(3,4-dimethoxyphenyl)-5-hydroxy-7-methoxychromen-4-one Chemical compound C=1C(OC)=CC(O)=C(C(C=2)=O)C=1OC=2C1=CC=C(OC)C(OC)=C1 HIXDQWDOVZUNNA-UHFFFAOYSA-N 0.000 description 1
• XYVMOLOUBJBNBF-UHFFFAOYSA-N 3h-1,3-oxazol-2-one Chemical class OC1=NC=CO1 XYVMOLOUBJBNBF-UHFFFAOYSA-N 0.000 description 1
• 108010016626 Dipeptides Proteins 0.000 description 1
• 235000011054 acetic acid Nutrition 0.000 description 1
• 150000001243 acetic acids Chemical class 0.000 description 1
• 238000006136 alcoholysis reaction Methods 0.000 description 1
• 150000003862 amino acid derivatives Chemical class 0.000 description 1
• 150000001413 amino acids Chemical class 0.000 description 1
• 238000007098 aminolysis reaction Methods 0.000 description 1
• 150000008064 anhydrides Chemical class 0.000 description 1
• 238000009835 boiling Methods 0.000 description 1
• 238000006243 chemical reaction Methods 0.000 description 1
• 239000000460 chlorine Substances 0.000 description 1
• 229910052801 chlorine Inorganic materials 0.000 description 1
• 125000001309 chloro group Chemical group Cl* 0.000 description 1
• 150000002148 esters Chemical class 0.000 description 1
• RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 1
• 230000007062 hydrolysis Effects 0.000 description 1
• 238000006460 hydrolysis reaction Methods 0.000 description 1
• 238000002329 infrared spectrum Methods 0.000 description 1
• 230000003993 interaction Effects 0.000 description 1
• 239000000543 intermediate Substances 0.000 description 1
• 239000000203 mixture Substances 0.000 description 1
• 150000002825 nitriles Chemical class 0.000 description 1
• 239000003208 petroleum Substances 0.000 description 1
• 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
• 238000002360 preparation method Methods 0.000 description 1
• 125000002924 primary amino group Chemical class [H]N([H])* 0.000 description 1
• 125000004309 pyranyl group Chemical group O1C(C=CC=C1)* 0.000 description 1
• -1 pyryl cation Chemical class 0.000 description 1
• 239000011541 reaction mixture Substances 0.000 description 1
• 230000001502 supplementing effect Effects 0.000 description 1
• 238000003786 synthesis reaction Methods 0.000 description 1
• 230000009466 transformation Effects 0.000 description 1
• 238000000844 transformation Methods 0.000 description 1
• XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1