IL101870A - Process for the preparation of 5-) 3-butrile-2,4,6-trimethylphenyl (-2-] 1) ethoxyamino (profile [3- - Google Patents

Process for the preparation of 5-) 3-butrile-2,4,6-trimethylphenyl (-2-] 1) ethoxyamino (profile [3-

Info

Publication number: IL101870A
Authority: IL; Israel
Prior art keywords: compound; mins; hours; iii; butyryl
Prior art date: 1991-06-04

Application number

IL10187092A

Other languages

English (en)

Hebrew (he)

Other versions

IL101870A0 (en

Original Assignee

Ici Plc

Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)

1991-06-04

Filing date

1992-05-14

Publication date

1996-06-18

1992-05-14 Application filed by Ici Plc filed Critical Ici Plc

1993-05-13 Publication of IL101870A0 publication Critical patent/IL101870A0/xx

1996-06-18 Publication of IL101870A publication Critical patent/IL101870A/en

Links

238000000034 method Methods 0.000 title claims description 39
238000002360 preparation method Methods 0.000 title description 6
ZOGDSYNXUXQGHF-XIEYBQDHSA-N Butroxydim Chemical compound CCCC(=O)C1=C(C)C=C(C)C(C2CC(=O)C(\C(CC)=N\OCC)=C(O)C2)=C1C ZOGDSYNXUXQGHF-XIEYBQDHSA-N 0.000 title 1
150000001875 compounds Chemical class 0.000 claims description 54
VSCWAEJMTAWNJL-UHFFFAOYSA-K aluminium trichloride Chemical group Cl[Al](Cl)Cl VSCWAEJMTAWNJL-UHFFFAOYSA-K 0.000 claims description 22
238000006243 chemical reaction Methods 0.000 claims description 18
DVECBJCOGJRVPX-UHFFFAOYSA-N butyryl chloride Chemical compound CCCC(Cl)=O DVECBJCOGJRVPX-UHFFFAOYSA-N 0.000 claims description 11
238000005727 Friedel-Crafts reaction Methods 0.000 claims description 6
239000003085 diluting agent Substances 0.000 claims description 6
229930195733 hydrocarbon Natural products 0.000 claims description 6
239000003054 catalyst Substances 0.000 claims description 4
239000004215 Carbon black (E152) Substances 0.000 claims description 3
-1 alicyclic hydrocarbon Chemical class 0.000 claims description 3
125000001931 aliphatic group Chemical group 0.000 claims description 2
239000003701 inert diluent Substances 0.000 claims description 2
150000001338 aliphatic hydrocarbons Chemical class 0.000 claims 1
239000000203 mixture Substances 0.000 description 12
XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 11
YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 9
NLFBCYMMUAKCPC-KQQUZDAGSA-N ethyl (e)-3-[3-amino-2-cyano-1-[(e)-3-ethoxy-3-oxoprop-1-enyl]sulfanyl-3-oxoprop-1-enyl]sulfanylprop-2-enoate Chemical compound CCOC(=O)\C=C\SC(=C(C#N)C(N)=O)S\C=C\C(=O)OCC NLFBCYMMUAKCPC-KQQUZDAGSA-N 0.000 description 8
239000011541 reaction mixture Substances 0.000 description 8
IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 description 7
230000007062 hydrolysis Effects 0.000 description 7
238000006460 hydrolysis reaction Methods 0.000 description 7
239000002002 slurry Substances 0.000 description 7
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 7
CYTYCFOTNPOANT-UHFFFAOYSA-N Perchloroethylene Chemical group ClC(Cl)=C(Cl)Cl CYTYCFOTNPOANT-UHFFFAOYSA-N 0.000 description 6
229950011008 tetrachloroethylene Drugs 0.000 description 6
VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 5
238000002425 crystallisation Methods 0.000 description 5
239000002904 solvent Substances 0.000 description 5
125000000217 alkyl group Chemical group 0.000 description 4
150000002430 hydrocarbons Chemical class 0.000 description 4
238000003756 stirring Methods 0.000 description 4
238000001816 cooling Methods 0.000 description 3
150000004682 monohydrates Chemical class 0.000 description 3
VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 3
FERIUCNNQQJTOY-UHFFFAOYSA-N Butyric acid Chemical compound CCCC(O)=O FERIUCNNQQJTOY-UHFFFAOYSA-N 0.000 description 2
UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical compound [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 description 2
238000009835 boiling Methods 0.000 description 2
150000008280 chlorinated hydrocarbons Chemical class 0.000 description 2
125000002887 hydroxy group Chemical group [H]O* 0.000 description 2
LQNUZADURLCDLV-UHFFFAOYSA-N nitrobenzene Chemical compound [O-][N+](=O)C1=CC=CC=C1 LQNUZADURLCDLV-UHFFFAOYSA-N 0.000 description 2
150000007978 oxazole derivatives Chemical class 0.000 description 2
239000000843 powder Substances 0.000 description 2
239000007858 starting material Substances 0.000 description 2
238000005292 vacuum distillation Methods 0.000 description 2
241000196324 Embryophyta Species 0.000 description 1
OCBFFGCSTGGPSQ-UHFFFAOYSA-N [CH2]CC Chemical compound [CH2]CC OCBFFGCSTGGPSQ-UHFFFAOYSA-N 0.000 description 1
125000004448 alkyl carbonyl group Chemical group 0.000 description 1
238000004821 distillation Methods 0.000 description 1
238000001914 filtration Methods 0.000 description 1
230000002363 herbicidal effect Effects 0.000 description 1
239000004009 herbicide Substances 0.000 description 1
238000002844 melting Methods 0.000 description 1
230000008018 melting Effects 0.000 description 1
238000010899 nucleation Methods 0.000 description 1
230000006911 nucleation Effects 0.000 description 1
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
230000002028 premature Effects 0.000 description 1
125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
238000000746 purification Methods 0.000 description 1
239000000376 reactant Substances 0.000 description 1
238000000926 separation method Methods 0.000 description 1
229910000030 sodium bicarbonate Inorganic materials 0.000 description 1
235000017557 sodium bicarbonate Nutrition 0.000 description 1
239000000126 substance Substances 0.000 description 1
239000000725 suspension Substances 0.000 description 1
238000010792 warming Methods 0.000 description 1
238000005406 washing Methods 0.000 description 1

Classifications

- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C251/00—Compounds containing nitrogen atoms doubly-bound to a carbon skeleton
- C07C251/32—Oximes
- C07C251/34—Oximes with oxygen atoms of oxyimino groups bound to hydrogen atoms or to carbon atoms of unsubstituted hydrocarbon radicals
- C07C251/42—Oximes with oxygen atoms of oxyimino groups bound to hydrogen atoms or to carbon atoms of unsubstituted hydrocarbon radicals with the carbon atom of at least one of the oxyimino groups bound to a carbon atom of a ring other than a six-membered aromatic ring
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C249/00—Preparation of compounds containing nitrogen atoms doubly-bound to a carbon skeleton
- C07C249/04—Preparation of compounds containing nitrogen atoms doubly-bound to a carbon skeleton of oximes
- C07C249/12—Preparation of compounds containing nitrogen atoms doubly-bound to a carbon skeleton of oximes by reactions not involving the formation of oxyimino groups
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C251/00—Compounds containing nitrogen atoms doubly-bound to a carbon skeleton
- C07C251/32—Oximes
- C07C251/34—Oximes with oxygen atoms of oxyimino groups bound to hydrogen atoms or to carbon atoms of unsubstituted hydrocarbon radicals
- C07C251/48—Oximes with oxygen atoms of oxyimino groups bound to hydrogen atoms or to carbon atoms of unsubstituted hydrocarbon radicals with the carbon atom of at least one of the oxyimino groups bound to a carbon atom of a six-membered aromatic ring

Landscapes

Chemical & Material Sciences (AREA)
Organic Chemistry (AREA)
Chemical Kinetics & Catalysis (AREA)
Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)

IL10187092A 1991-06-04 1992-05-14 Process for the preparation of 5-) 3-butrile-2,4,6-trimethylphenyl (-2-] 1) ethoxyamino (profile [3- IL101870A (en)

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
GB919111975A GB9111975D0 (en)	1991-06-04	1991-06-04	Chemical process

Publications (2)

Publication Number	Publication Date
IL101870A0 IL101870A0 (en)	1993-05-13
IL101870A true IL101870A (en)	1996-06-18

Family

ID=10696059

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
IL10187092A IL101870A (en)	1991-06-04	1992-05-14	Process for the preparation of 5-) 3-butrile-2,4,6-trimethylphenyl (-2-] 1) ethoxyamino (profile [3-

Country Status (16)

Country	Link
US (1)	US5264628A (da)
EP (1)	EP0591236B1 (da)
JP (1)	JP3229882B2 (da)
KR (1)	KR100217355B1 (da)
AR (1)	AR248268A1 (da)
AT (1)	ATE143944T1 (da)
AU (1)	AU657327B2 (da)
BR (1)	BR9206092A (da)
DE (1)	DE69214450T2 (da)
DK (1)	DK0591236T3 (da)
ES (1)	ES2092109T3 (da)
GB (2)	GB9111975D0 (da)
HU (1)	HU213319B (da)
IL (1)	IL101870A (da)
TW (1)	TW223056B (da)
WO (1)	WO1992021649A1 (da)

Families Citing this family (4)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
AUPO132296A0 (en) *	1996-07-30	1996-08-22	Ici Australia Operations Proprietary Limited	Chemical process
EP0828015A3 (en)	1996-09-06	1998-07-15	SANYO ELECTRIC Co., Ltd.	Hard carbon film-coated substrate and method for fabricating the same
US10126760B2 (en)	2011-02-25	2018-11-13	Mks Instruments, Inc.	System for and method of fast pulse gas delivery
US9557744B2 (en)	2012-01-20	2017-01-31	Mks Instruments, Inc.	System for and method of monitoring flow through mass flow controllers in real time

Family Cites Families (3)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
JPS5176245A (en) *	1974-12-26	1976-07-01	Nippon Soda Co	22 shikurohekisen 11 onjudotai oyobi josozai
CA1157808A (en) *	1980-07-09	1983-11-29	James M. Ford	Apparatus and process for disengaging gas from gas- entrained electrolyte
PH20618A (en) *	1982-01-29	1987-03-06	Ici Australia Ltd	Herbicidal 5-(substituted phenyl)-cyclohexan-1,3-dione derivatives

1991
- 1991-06-04 GB GB919111975A patent/GB9111975D0/en active Pending
1992
- 1992-05-14 IL IL10187092A patent/IL101870A/en not_active IP Right Cessation
- 1992-05-19 US US07/885,999 patent/US5264628A/en not_active Expired - Lifetime
- 1992-05-20 EP EP92910336A patent/EP0591236B1/en not_active Expired - Lifetime
- 1992-05-20 JP JP51049792A patent/JP3229882B2/ja not_active Expired - Lifetime
- 1992-05-20 WO PCT/GB1992/000914 patent/WO1992021649A1/en not_active Ceased
- 1992-05-20 HU HU9303375A patent/HU213319B/hu not_active IP Right Cessation
- 1992-05-20 KR KR1019930703702A patent/KR100217355B1/ko not_active Expired - Lifetime
- 1992-05-20 ES ES92910336T patent/ES2092109T3/es not_active Expired - Lifetime
- 1992-05-20 DK DK92910336.4T patent/DK0591236T3/da active
- 1992-05-20 DE DE69214450T patent/DE69214450T2/de not_active Expired - Lifetime
- 1992-05-20 AT AT92910336T patent/ATE143944T1/de active
- 1992-05-20 BR BR9206092A patent/BR9206092A/pt not_active IP Right Cessation
- 1992-05-20 AU AU17895/92A patent/AU657327B2/en not_active Ceased
- 1992-06-02 TW TW081104318A patent/TW223056B/zh not_active IP Right Cessation
- 1992-06-02 AR AR92322453A patent/AR248268A1/es active
- 1992-06-04 GB GB929211793A patent/GB9211793D0/en active Pending

Also Published As

Publication number	Publication date
EP0591236A1 (en)	1994-04-13
HUT68193A (en)	1995-05-29
GB9211793D0 (en)	1992-07-15
US5264628A (en)	1993-11-23
BR9206092A (pt)	1994-08-02
DK0591236T3 (da)	1997-03-17
DE69214450D1 (de)	1996-11-14
EP0591236B1 (en)	1996-10-09
DE69214450T2 (de)	1997-02-27
AR248268A1 (es)	1995-07-12
ATE143944T1 (de)	1996-10-15
GB9111975D0 (en)	1991-07-24
WO1992021649A1 (en)	1992-12-10
TW223056B (en)	1994-05-01
KR100217355B1 (ko)	1999-09-01
JP3229882B2 (ja)	2001-11-19
IL101870A0 (en)	1993-05-13
HU213319B (en)	1997-05-28
AU1789592A (en)	1993-01-08
JPH07500082A (ja)	1995-01-05
AU657327B2 (en)	1995-03-09
HU9303375D0 (en)	1994-03-28
KR940701380A (ko)	1994-05-28
ES2092109T3 (es)	1996-11-16

Legal Events

Date	Code	Title
1996-11-14	FF	Patent granted
1997-03-18	KB	Patent renewed
1998-11-26	KB	Patent renewed
2002-06-30	KB	Patent renewed
2003-01-12	HC	Change of name of proprietor(s)
2006-08-01	KB	Patent renewed
2010-10-31	KB	Patent renewed
2013-02-03	EXP	Patent expired

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