CS241089B2 - Method of n-phosphonomethylglycine and its salts' production - Google Patents

Method of n-phosphonomethylglycine and its salts' production Download PDF

Info

Publication number: CS241089B2
Authority: CS; Czechoslovakia
Prior art keywords: phosphonomethylglycine; salt; salts; acid; hydroxide
Prior art date: 1983-05-27

Application number

CS843945A

Other languages

Czech (cs)

English (en)

Other versions

CS394584A2 (en

Inventor

Jeffrey D Robbins

Original Assignee

Stauffer Chemical Co

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.)

1983-05-27

Filing date

1984-05-25

Publication date

1986-03-13

1984-05-25 Application filed by Stauffer Chemical Co filed Critical Stauffer Chemical Co

1985-06-13 Publication of CS394584A2 publication Critical patent/CS394584A2/cs

1986-03-13 Publication of CS241089B2 publication Critical patent/CS241089B2/cs

Links

XDDAORKBJWWYJS-UHFFFAOYSA-N glyphosate Chemical compound OC(=O)CNCP(O)(O)=O XDDAORKBJWWYJS-UHFFFAOYSA-N 0.000 title claims abstract description 27
150000003839 salts Chemical class 0.000 title claims abstract description 27
238000000034 method Methods 0.000 title claims abstract description 15
238000004519 manufacturing process Methods 0.000 title abstract description 5
239000004009 herbicide Substances 0.000 claims abstract description 20
239000002585 base Substances 0.000 claims abstract description 17
239000002253 acid Substances 0.000 claims abstract description 9
230000020477 pH reduction Effects 0.000 claims abstract 2
HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims description 45
150000001875 compounds Chemical class 0.000 claims description 8
238000006243 chemical reaction Methods 0.000 claims description 7
238000002360 preparation method Methods 0.000 claims description 7
IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 6
WMFOQBRAJBCJND-UHFFFAOYSA-M Lithium hydroxide Chemical compound [Li+].[OH-] WMFOQBRAJBCJND-UHFFFAOYSA-M 0.000 claims description 6
KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 claims description 6
230000002363 herbicidal effect Effects 0.000 claims description 6
229910052784 alkaline earth metal Inorganic materials 0.000 claims description 5
150000001342 alkaline earth metals Chemical class 0.000 claims description 4
239000005648 plant growth regulator Substances 0.000 claims description 4
238000010992 reflux Methods 0.000 claims description 4
229910052783 alkali metal Inorganic materials 0.000 claims description 3
150000001340 alkali metals Chemical class 0.000 claims description 3
229910052757 nitrogen Inorganic materials 0.000 claims description 3
MFGOFGRYDNHJTA-UHFFFAOYSA-N 2-amino-1-(2-fluorophenyl)ethanol Chemical compound NCC(O)C1=CC=CC=C1F MFGOFGRYDNHJTA-UHFFFAOYSA-N 0.000 claims description 2
239000004471 Glycine Substances 0.000 claims description 2
RQPZNWPYLFFXCP-UHFFFAOYSA-L barium dihydroxide Chemical compound [OH-].[OH-].[Ba+2] RQPZNWPYLFFXCP-UHFFFAOYSA-L 0.000 claims description 2
229910001863 barium hydroxide Inorganic materials 0.000 claims description 2
HUCVOHYBFXVBRW-UHFFFAOYSA-M caesium hydroxide Inorganic materials [OH-].[Cs+] HUCVOHYBFXVBRW-UHFFFAOYSA-M 0.000 claims description 2
238000010438 heat treatment Methods 0.000 claims description 2
239000011541 reaction mixture Substances 0.000 claims 3
239000007864 aqueous solution Substances 0.000 claims 2
238000004128 high performance liquid chromatography Methods 0.000 claims 2
239000000203 mixture Substances 0.000 claims 2
239000000243 solution Substances 0.000 claims 2
HRXKRNGNAMMEHJ-UHFFFAOYSA-K trisodium citrate Chemical compound [Na+].[Na+].[Na+].[O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O HRXKRNGNAMMEHJ-UHFFFAOYSA-K 0.000 claims 2
238000001644 13C nuclear magnetic resonance spectroscopy Methods 0.000 claims 1
150000007513 acids Chemical class 0.000 claims 1
238000005349 anion exchange Methods 0.000 claims 1
BRPQOXSCLDDYGP-UHFFFAOYSA-N calcium oxide Chemical compound [O-2].[Ca+2] BRPQOXSCLDDYGP-UHFFFAOYSA-N 0.000 claims 1
239000000292 calcium oxide Substances 0.000 claims 1
ODINCKMPIJJUCX-UHFFFAOYSA-N calcium oxide Inorganic materials [Ca]=O ODINCKMPIJJUCX-UHFFFAOYSA-N 0.000 claims 1
238000001816 cooling Methods 0.000 claims 1
SIQGBUJXKSJZAV-UHFFFAOYSA-L disodium;2-(phosphonomethylamino)acetate Chemical compound [Na+].[Na+].OP(O)(=O)CNCC([O-])=O.OP(O)(=O)CNCC([O-])=O SIQGBUJXKSJZAV-UHFFFAOYSA-L 0.000 claims 1
238000004821 distillation Methods 0.000 claims 1
238000010899 nucleation Methods 0.000 claims 1
230000008635 plant growth Effects 0.000 claims 1
230000001105 regulatory effect Effects 0.000 claims 1
229910052708 sodium Inorganic materials 0.000 claims 1
239000011734 sodium Substances 0.000 claims 1
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims 1
239000003513 alkali Substances 0.000 abstract description 2
230000003647 oxidation Effects 0.000 abstract description 2
238000007254 oxidation reaction Methods 0.000 abstract description 2
241000196324 Embryophyta Species 0.000 description 7
UNVGGERHRPPCFM-UHFFFAOYSA-N OP(=C)=O.NCC(O)=O Chemical compound OP(=C)=O.NCC(O)=O UNVGGERHRPPCFM-UHFFFAOYSA-N 0.000 description 6
SMYMJHWAQXWPDB-UHFFFAOYSA-N (2,4,5-trichlorophenoxy)acetic acid Chemical compound OC(=O)COC1=CC(Cl)=C(Cl)C=C1Cl SMYMJHWAQXWPDB-UHFFFAOYSA-N 0.000 description 3
WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 3
239000002689 soil Substances 0.000 description 3
239000005631 2,4-Dichlorophenoxyacetic acid Substances 0.000 description 2
DHMQDGOQFOQNFH-UHFFFAOYSA-N Glycine Chemical compound NCC(O)=O DHMQDGOQFOQNFH-UHFFFAOYSA-N 0.000 description 2
XYFCBTPGUUZFHI-UHFFFAOYSA-N Phosphine Chemical compound P XYFCBTPGUUZFHI-UHFFFAOYSA-N 0.000 description 2
239000000047 product Substances 0.000 description 2
239000012429 reaction media Substances 0.000 description 2
230000035484 reaction time Effects 0.000 description 2
239000003559 2,4,5-trichlorophenoxyacetic acid Substances 0.000 description 1
DFRHETNXRZJTGA-UHFFFAOYSA-N 2-(phosphanylmethylamino)acetic acid Chemical compound OC(=O)CNCP DFRHETNXRZJTGA-UHFFFAOYSA-N 0.000 description 1
244000068988 Glycine max Species 0.000 description 1
235000010469 Glycine max Nutrition 0.000 description 1
LBYWTNBGUBZKJM-UHFFFAOYSA-N OP(=C)=O Chemical compound OP(=C)=O LBYWTNBGUBZKJM-UHFFFAOYSA-N 0.000 description 1
240000007594 Oryza sativa Species 0.000 description 1
235000007164 Oryza sativa Nutrition 0.000 description 1
240000008042 Zea mays Species 0.000 description 1
235000005824 Zea mays ssp. parviglumis Nutrition 0.000 description 1
235000002017 Zea mays subsp mays Nutrition 0.000 description 1
239000003125 aqueous solvent Substances 0.000 description 1
230000005587 bubbling Effects 0.000 description 1
AXCZMVOFGPJBDE-UHFFFAOYSA-L calcium dihydroxide Chemical compound [OH-].[OH-].[Ca+2] AXCZMVOFGPJBDE-UHFFFAOYSA-L 0.000 description 1
239000000920 calcium hydroxide Substances 0.000 description 1
229910001861 calcium hydroxide Inorganic materials 0.000 description 1
239000007795 chemical reaction product Substances 0.000 description 1
235000005822 corn Nutrition 0.000 description 1
239000007857 degradation product Substances 0.000 description 1
229960005215 dichloroacetic acid Drugs 0.000 description 1
LXCYSACZTOKNNS-UHFFFAOYSA-N diethoxy(oxo)phosphanium Chemical compound CCO[P+](=O)OCC LXCYSACZTOKNNS-UHFFFAOYSA-N 0.000 description 1
230000000694 effects Effects 0.000 description 1
NTNZTEQNFHNYBC-UHFFFAOYSA-N ethyl 2-aminoacetate Chemical compound CCOC(=O)CN NTNZTEQNFHNYBC-UHFFFAOYSA-N 0.000 description 1
230000012010 growth Effects 0.000 description 1
230000007062 hydrolysis Effects 0.000 description 1
238000006460 hydrolysis reaction Methods 0.000 description 1
JJWLVOIRVHMVIS-UHFFFAOYSA-N isopropylamine Chemical class CC(C)N JJWLVOIRVHMVIS-UHFFFAOYSA-N 0.000 description 1
229960002523 mercuric chloride Drugs 0.000 description 1
LWJROJCJINYWOX-UHFFFAOYSA-L mercury dichloride Chemical compound Cl[Hg]Cl LWJROJCJINYWOX-UHFFFAOYSA-L 0.000 description 1
235000015097 nutrients Nutrition 0.000 description 1
230000001590 oxidative effect Effects 0.000 description 1
229910000073 phosphorus hydride Inorganic materials 0.000 description 1
230000003389 potentiating effect Effects 0.000 description 1
239000000376 reactant Substances 0.000 description 1
235000009566 rice Nutrition 0.000 description 1
159000000000 sodium salts Chemical class 0.000 description 1

Classifications

- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- C07F9/28—Phosphorus compounds with one or more P—C bonds
- C07F9/38—Phosphonic acids [RP(=O)(OH)2]; Thiophosphonic acids ; [RP(=X1)(X2H)2(X1, X2 are each independently O, S or Se)]
- C07F9/3804—Phosphonic acids [RP(=O)(OH)2]; Thiophosphonic acids ; [RP(=X1)(X2H)2(X1, X2 are each independently O, S or Se)] not used, see subgroups
- C07F9/3808—Acyclic saturated acids which can have further substituents on alkyl
- C07F9/3813—N-Phosphonomethylglycine; Salts or complexes thereof
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- C07F9/28—Phosphorus compounds with one or more P—C bonds
- C07F9/38—Phosphonic acids [RP(=O)(OH)2]; Thiophosphonic acids ; [RP(=X1)(X2H)2(X1, X2 are each independently O, S or Se)]
- C07F9/44—Amides thereof

Landscapes

Chemical & Material Sciences (AREA)
Organic Chemistry (AREA)
Health & Medical Sciences (AREA)
Life Sciences & Earth Sciences (AREA)
Biochemistry (AREA)
General Health & Medical Sciences (AREA)
Molecular Biology (AREA)
Agricultural Chemicals And Associated Chemicals (AREA)

CS843945A 1983-05-27 1984-05-25 Method of n-phosphonomethylglycine and its salts' production CS241089B2 (en)

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
US49901783A	1983-05-27	1983-05-27

Publications (2)

Publication Number	Publication Date
CS394584A2 CS394584A2 (en)	1985-06-13
CS241089B2 true CS241089B2 (en)	1986-03-13

Family

ID=23983461

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
CS843945A CS241089B2 (en)	1983-05-27	1984-05-25	Method of n-phosphonomethylglycine and its salts' production

Country Status (16)

Country	Link
EP (1)	EP0127972A1 (fr)
JP (1)	JPS59227892A (fr)
KR (1)	KR840009314A (fr)
AU (1)	AU557684B2 (fr)
BR (1)	BR8402461A (fr)
CA (1)	CA1228596A (fr)
CS (1)	CS241089B2 (fr)
DD (1)	DD223153A5 (fr)
DK (1)	DK258284A (fr)
ES (1)	ES8506741A1 (fr)
HU (1)	HUT34761A (fr)
IL (1)	IL71931A (fr)
NZ (1)	NZ208277A (fr)
PL (1)	PL140724B1 (fr)
RO (1)	RO89743A (fr)
ZA (1)	ZA843981B (fr)

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
ID29137A (id) *	1998-07-27	2001-08-02	Schering Corp	Ligan-ligan afinitas tinggi untuk reseptor nosiseptin orl-1
CN101824049B (zh) *	2009-03-08	2013-05-29	李坚	磷化氢或次磷酸盐或亚磷酸盐在制备草甘膦中的应用
CN121471259A (zh) *	2026-01-08	2026-02-06	浙江工业大学	一种双膦酸及其盐类化合物、其制备方法和应用

Family Cites Families (1)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US3160632A (en) *	1961-01-30	1964-12-08	Stauffer Chemical Co	Aminomethylenephosphinic acids, salts thereof, and process for their production

1984
- 1984-05-16 EP EP84303307A patent/EP0127972A1/fr not_active Withdrawn
- 1984-05-21 RO RO84114617A patent/RO89743A/fr unknown
- 1984-05-23 PL PL1984247803A patent/PL140724B1/pl unknown
- 1984-05-23 BR BR8402461A patent/BR8402461A/pt unknown
- 1984-05-25 CA CA000455087A patent/CA1228596A/fr not_active Expired
- 1984-05-25 KR KR1019840002870A patent/KR840009314A/ko not_active Abandoned
- 1984-05-25 ES ES532846A patent/ES8506741A1/es not_active Expired
- 1984-05-25 IL IL71931A patent/IL71931A/xx not_active IP Right Cessation
- 1984-05-25 NZ NZ208277A patent/NZ208277A/en unknown
- 1984-05-25 DK DK258284A patent/DK258284A/da not_active Application Discontinuation
- 1984-05-25 HU HU842034A patent/HUT34761A/hu unknown
- 1984-05-25 CS CS843945A patent/CS241089B2/cs unknown
- 1984-05-25 ZA ZA843981A patent/ZA843981B/xx unknown
- 1984-05-25 DD DD84263394A patent/DD223153A5/de unknown
- 1984-05-25 AU AU28714/84A patent/AU557684B2/en not_active Ceased
- 1984-05-28 JP JP59106686A patent/JPS59227892A/ja active Granted

Also Published As

Publication number	Publication date
RO89743A (fr)	1986-07-30
EP0127972A1 (fr)	1984-12-12
CS394584A2 (en)	1985-06-13
JPS59227892A (ja)	1984-12-21
IL71931A (en)	1987-09-16
PL247803A1 (en)	1985-03-26
DK258284A (da)	1984-11-28
AU2871484A (en)	1984-11-29
BR8402461A (pt)	1985-04-02
PL140724B1 (en)	1987-05-30
DK258284D0 (da)	1984-05-25
ES532846A0 (es)	1985-08-01
CA1228596A (fr)	1987-10-27
AU557684B2 (en)	1987-01-08
JPH0257078B2 (fr)	1990-12-03
KR840009314A (ko)	1984-12-26
IL71931A0 (en)	1984-09-30
HUT34761A (en)	1985-04-28
NZ208277A (en)	1987-05-29
ES8506741A1 (es)	1985-08-01
DD223153A5 (de)	1985-06-05
ZA843981B (en)	1985-06-26

Publication	Publication Date	Title
US4547324A (en)	1985-10-15	Method for preparation of N-phosphonomethylglycine
CA1048053A (fr)	1979-02-06	Esters carboxyalcoyles de n-phosphomethyl glycine a action herbicide
EP0102694B1 (fr)	1987-09-09	Procédé de préparation de N-phosphonométhylglycine
US4428888A (en)	1984-01-31	Method for preparation of N-phosphonomethylglycine
US4442041A (en)	1984-04-10	Method for preparation of N-phosphonomethylglycine
US4415503A (en)	1983-11-15	Method for preparation of N-phosphonomethylglycine
EP0098159B1 (fr)	1986-09-03	Préparation de N-phosphonométhylglycine
EP0117337B1 (fr)	1988-09-07	Méthode de préparation de sels de N-phosphonométhylglycine
CS241089B2 (en)	1986-03-13	Method of n-phosphonomethylglycine and its salts' production
US4605522A (en)	1986-08-12	Method for preparation of N-phosphonomethylglycine or salts
CA1099738A (fr)	1981-04-21	Traduction non-disponible
EP0369076B1 (fr)	1996-01-17	Procédé pour la préparation de sels de sulfonium et sulfoxonium trisubstitués de la N-phosphonométhylglycine
US4440695A (en)	1984-04-03	Method for preparation of N-phosphonomethylglycine
EP0107464B1 (fr)	1986-01-08	Procédé de préparation de la N-phosphonométhylglycine
US3971648A (en)	1976-07-27	Herbicidal use of carboxyalkyl ester of N-phosphonomethyl glycine
US4578224A (en)	1986-03-25	Method for preparation of salts of N-phosphonomethylglycine
HU194899B (en)	1988-03-28	Process for production of n-/phosphon-methil/-glycinalkaline salts