RU98111824A - METHOD FOR PRODUCING METHOXYMINOPHENYLGLIOXYLIC ACID DERIVATIVES - Google Patents
METHOD FOR PRODUCING METHOXYMINOPHENYLGLIOXYLIC ACID DERIVATIVESInfo
- Publication number
- RU98111824A RU98111824A RU98111824/04A RU98111824A RU98111824A RU 98111824 A RU98111824 A RU 98111824A RU 98111824/04 A RU98111824/04 A RU 98111824/04A RU 98111824 A RU98111824 A RU 98111824A RU 98111824 A RU98111824 A RU 98111824A
- Authority
- RU
- Russia
- Prior art keywords
- formula
- alkyl
- acid
- compound
- alkanol
- Prior art date
Links
- 239000002253 acid Substances 0.000 title claims 5
- 238000004519 manufacturing process Methods 0.000 title 1
- 125000000217 alkyl group Chemical group 0.000 claims 11
- 150000001875 compounds Chemical class 0.000 claims 7
- 125000003118 aryl group Chemical group 0.000 claims 4
- 238000006243 chemical reaction Methods 0.000 claims 4
- AMQJEAYHLZJPGS-UHFFFAOYSA-N n-pentanol Chemical compound CCCCCO AMQJEAYHLZJPGS-UHFFFAOYSA-N 0.000 claims 4
- 125000004765 (C1-C4) haloalkyl group Chemical group 0.000 claims 3
- QSQXKGDDWIFOTQ-UHFFFAOYSA-N 2-[2-(chloromethyl)phenyl]-2-oxoacetamide Chemical compound NC(=O)C(=O)C1=CC=CC=C1CCl QSQXKGDDWIFOTQ-UHFFFAOYSA-N 0.000 claims 3
- VEXZGXHMUGYJMC-UHFFFAOYSA-N HCl Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims 3
- QTBSBXVTEAMEQO-UHFFFAOYSA-N acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims 3
- MVJIUTPZBDDMPF-UHFFFAOYSA-N 2-(chloromethyl)benzoyl cyanide Chemical compound ClCC1=CC=CC=C1C(=O)C#N MVJIUTPZBDDMPF-UHFFFAOYSA-N 0.000 claims 2
- GMPKIPWJBDOURN-UHFFFAOYSA-N Methoxyamine Chemical compound CON GMPKIPWJBDOURN-UHFFFAOYSA-N 0.000 claims 2
- 239000003085 diluting agent Substances 0.000 claims 2
- 238000005886 esterification reaction Methods 0.000 claims 2
- 150000002148 esters Chemical class 0.000 claims 2
- 238000006460 hydrolysis reaction Methods 0.000 claims 2
- 125000000740 n-pentyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 claims 2
- 238000006146 oximation reaction Methods 0.000 claims 2
- QONPFLRQHPPESJ-UHFFFAOYSA-N 2-[2-(chloromethyl)phenyl]-2-oxoacetic acid Chemical compound OC(=O)C(=O)C1=CC=CC=C1CCl QONPFLRQHPPESJ-UHFFFAOYSA-N 0.000 claims 1
- -1 3-trifluoromethylphenyl Chemical group 0.000 claims 1
- 230000002378 acidificating Effects 0.000 claims 1
- 150000001408 amides Chemical class 0.000 claims 1
- 125000005843 halogen group Chemical group 0.000 claims 1
- 229910052739 hydrogen Inorganic materials 0.000 claims 1
- 239000001257 hydrogen Substances 0.000 claims 1
- 125000004435 hydrogen atoms Chemical class [H]* 0.000 claims 1
- IXCSERBJSXMMFS-UHFFFAOYSA-N hydrogen chloride Substances Cl.Cl IXCSERBJSXMMFS-UHFFFAOYSA-N 0.000 claims 1
- 229910000041 hydrogen chloride Inorganic materials 0.000 claims 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 1
- 238000007127 saponification reaction Methods 0.000 claims 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims 1
Claims (1)
где R обозначает С3-С8алкил, при осуществлении которого амид о-хлорметилфенилглиоксиловой кислоты формулы III
в любом порядке или одновременно подвергают
а) оксимированию О-метилгидроксиламином и
б) этерификации в кислых условиях С3-С8алканолом в разбавителе или без него.1. The method of obtaining the ester of o-chloromethylphenylmethoxyiminoglyoxylic acid of the formula I
where R is C 3 -C 8 alkyl, in the exercise of which the o-chloromethylphenylglyoxylic acid amide of formula III
in any order or simultaneously exposed
a) oximation with O-methylhydroxylamine and
b) esterification under acidic conditions With 3 -C 8 alkanol in a diluent or without it.
частичным гидролизом о-хлорметилбензоилцианида формулы II.7. A method of producing an amide of o-chloromethylphenylglyoxylic acid of the formula III
partial hydrolysis of the o-chloromethylbenzoyl cyanide of formula II.
8. Способ по п. 7, который включает гидролиз кислотой с использованием 0,8-1,5 моля воды в интервале температур от 10 до 50° С.
8. The method according to p. 7, which includes hydrolysis with acid using 0.8-1.5 moles of water in the temperature range from 10 to 50 ° C.
где R обозначает С3-С8алкил, при осуществлении которого предусмотрены
а) частичное омыление кислотой о-хлорметилбензоилцианида формулы II
до амида о-хлорметилфенилглиоксиловой кислоты формулы III
б) конверсия полученного таким образом амида о-хлорметилфенилглиоксиловой кислоты в любом порядке или одновременно О-метилгидроксиламином и С3-С8алканолом.10. A method of obtaining an ester of o-chloromethylphenylmethoxyiminoglyoxylic acid of the formula I
where R is C 3 -C 8 alkyl, in the implementation of which are provided
a) partial acid saponification of the o-chloromethylbenzoyl cyanide of formula II
to o-chloromethylphenylglyoxylic acid amide of formula III
b) the conversion of the o-chloromethylphenylglyoxylic acid amide thus obtained in any order or simultaneously with O-methylhydroxylamine and C 3 -C 8 alkanol.
14. Соединение формулы I
где R обозначает С5-С8алкил.13. The compound of formula III
14. The compound of formula I
where R is C 5 -C 8 alkyl.
где R обозначает С5-С8алкил и А обозначает -N=СR2R3, где R2 обозначает водород, С1-С4алкил, С1-С4галоидалкил, a R3 обозначает С1-С6алкил, арилС1-С4алкил, арил или арил, который замещен одним-тремя атомами галогена, С1-С4алкилом или С1-С4галоидалкилом.17. The compound of formula IV
where R is C 5 -C 8 alkyl and A is —N = CR 2 R 3 , where R 2 is hydrogen, C 1 -C 4 alkyl, C 1 -C 4 haloalkyl, and R 3 is C 1 -C 6 alkyl , aryl C 1 -C 4 alkyl, aryl or aryl, which is substituted with one to three halogen atoms, C 1 -C 4 alkyl or C 1 -C 4 haloalkyl.
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CH3388/95 | 1995-11-29 | ||
CH451/96 | 1996-02-21 |
Publications (1)
Publication Number | Publication Date |
---|---|
RU98111824A true RU98111824A (en) | 2000-03-27 |
Family
ID=
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