GB1434699A - Thiadiazole derivatives processes for their preparation and compositions incorporating them - Google Patents

Thiadiazole derivatives processes for their preparation and compositions incorporating them

Info

Publication number: GB1434699A
Authority: GB; United Kingdom
Prior art keywords: formula; potassium; reacting; chlorobenzyl; dithiocarbonate
Prior art date: 1973-10-26
Legal status (The legal status 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 status listed.): Expired

Application number

GB4685674A

Other languages

Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)

Sanofi Aventis France

Original Assignee

Roussel Uclaf SA

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.)

1973-10-26

Filing date

1974-10-24

Publication date

1976-05-05

1974-10-24 Application filed by Roussel Uclaf SA filed Critical Roussel Uclaf SA

1976-05-05 Publication of GB1434699A publication Critical patent/GB1434699A/en

Status Expired legal-status Critical Current

Links

239000000203 mixture Substances 0.000 title abstract 2
150000004867 thiadiazoles Chemical class 0.000 title abstract 2
150000001875 compounds Chemical class 0.000 abstract 4
125000004453 alkoxycarbonyl group Chemical group 0.000 abstract 3
229910052700 potassium Inorganic materials 0.000 abstract 3
239000011591 potassium Substances 0.000 abstract 3
QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 abstract 2
QGJOPFRUJISHPQ-UHFFFAOYSA-N Carbon disulfide Chemical compound S=C=S QGJOPFRUJISHPQ-UHFFFAOYSA-N 0.000 abstract 2
XZMCDFZZKTWFGF-UHFFFAOYSA-N Cyanamide Chemical compound NC#N XZMCDFZZKTWFGF-UHFFFAOYSA-N 0.000 abstract 2
ROSDSFDQCJNGOL-UHFFFAOYSA-N Dimethylamine Chemical compound CNC ROSDSFDQCJNGOL-UHFFFAOYSA-N 0.000 abstract 2
229910052783 alkali metal Inorganic materials 0.000 abstract 2
150000001340 alkali metals Chemical class 0.000 abstract 2
125000000217 alkyl group Chemical group 0.000 abstract 2
230000000361 pesticidal effect Effects 0.000 abstract 2
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 2
BDAWXSQJJCIFIK-UHFFFAOYSA-N potassium methoxide Chemical compound [K+].[O-]C BDAWXSQJJCIFIK-UHFFFAOYSA-N 0.000 abstract 2
238000006798 ring closing metathesis reaction Methods 0.000 abstract 2
PTHGDVCPCZKZKR-UHFFFAOYSA-N (4-chlorophenyl)methanol Chemical compound OCC1=CC=C(Cl)C=C1 PTHGDVCPCZKZKR-UHFFFAOYSA-N 0.000 abstract 1
JQZAEUFPPSRDOP-UHFFFAOYSA-N 1-chloro-4-(chloromethyl)benzene Chemical compound ClCC1=CC=C(Cl)C=C1 JQZAEUFPPSRDOP-UHFFFAOYSA-N 0.000 abstract 1
YQTQAMSXVLIMPO-UHFFFAOYSA-N CCCC[SH](C(O)=S)OC Chemical compound CCCC[SH](C(O)=S)OC YQTQAMSXVLIMPO-UHFFFAOYSA-N 0.000 abstract 1
SMBDXOGWUSECEL-UHFFFAOYSA-N CCC[SH](C(O)=S)OC Chemical compound CCC[SH](C(O)=S)OC SMBDXOGWUSECEL-UHFFFAOYSA-N 0.000 abstract 1
MHNQYHXQUDQPOS-UHFFFAOYSA-N CO[SH](CC(C=C1)=CC=C1Cl)C(O)=S Chemical compound CO[SH](CC(C=C1)=CC=C1Cl)C(O)=S MHNQYHXQUDQPOS-UHFFFAOYSA-N 0.000 abstract 1
OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 abstract 1
KEAYESYHFKHZAL-UHFFFAOYSA-N Sodium Chemical compound [Na] KEAYESYHFKHZAL-UHFFFAOYSA-N 0.000 abstract 1
239000004480 active ingredient Substances 0.000 abstract 1
125000003342 alkenyl group Chemical group 0.000 abstract 1
125000003545 alkoxy group Chemical group 0.000 abstract 1
229910021529 ammonia Inorganic materials 0.000 abstract 1
238000006243 chemical reaction Methods 0.000 abstract 1
BJIKOZOULYUROB-UHFFFAOYSA-N dimethoxymethanethione Chemical compound COC(=S)OC BJIKOZOULYUROB-UHFFFAOYSA-N 0.000 abstract 1
MFVWSFXQWMYYSF-UHFFFAOYSA-L dipotassium;cyanoiminomethanedithiolate Chemical compound [K+].[K+].[S-]C([S-])=NC#N MFVWSFXQWMYYSF-UHFFFAOYSA-L 0.000 abstract 1
BDTDECDAHYOJRO-UHFFFAOYSA-N ethyl n-(sulfanylidenemethylidene)carbamate Chemical compound CCOC(=O)N=C=S BDTDECDAHYOJRO-UHFFFAOYSA-N 0.000 abstract 1
229910052736 halogen Inorganic materials 0.000 abstract 1
125000005843 halogen group Chemical group 0.000 abstract 1
150000002367 halogens Chemical class 0.000 abstract 1
229910052739 hydrogen Inorganic materials 0.000 abstract 1
230000000749 insecticidal effect Effects 0.000 abstract 1
239000000543 intermediate Substances 0.000 abstract 1
230000001035 methylating effect Effects 0.000 abstract 1
230000001069 nematicidal effect Effects 0.000 abstract 1
229910052757 nitrogen Inorganic materials 0.000 abstract 1
230000003647 oxidation Effects 0.000 abstract 1
238000007254 oxidation reaction Methods 0.000 abstract 1
229910052760 oxygen Inorganic materials 0.000 abstract 1
229910052698 phosphorus Inorganic materials 0.000 abstract 1
239000011574 phosphorus Substances 0.000 abstract 1
229910052708 sodium Inorganic materials 0.000 abstract 1
239000011734 sodium Substances 0.000 abstract 1
229910000104 sodium hydride Inorganic materials 0.000 abstract 1
239000012312 sodium hydride Substances 0.000 abstract 1
239000007858 starting material Substances 0.000 abstract 1
229910052717 sulfur Inorganic materials 0.000 abstract 1
LMBFAGIMSUYTBN-MPZNNTNKSA-N teixobactin Chemical compound C([C@H](C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H](CCC(N)=O)C(=O)N[C@H]([C@@H](C)CC)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H]1C(N[C@@H](C)C(=O)N[C@@H](C[C@@H]2NC(=N)NC2)C(=O)N[C@H](C(=O)O[C@H]1C)[C@@H](C)CC)=O)NC)C1=CC=CC=C1 LMBFAGIMSUYTBN-MPZNNTNKSA-N 0.000 abstract 1

Classifications

- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D285/00—Heterocyclic compounds containing rings having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by groups C07D275/00 - C07D283/00
- C07D285/01—Five-membered rings
- C07D285/02—Thiadiazoles; Hydrogenated thiadiazoles
- C07D285/04—Thiadiazoles; Hydrogenated thiadiazoles not condensed with other rings
- C07D285/08—1,2,4-Thiadiazoles; Hydrogenated 1,2,4-thiadiazoles
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N57/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds
- A01N57/10—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds having phosphorus-to-oxygen bonds or phosphorus-to-sulfur bonds
- A01N57/16—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds having phosphorus-to-oxygen bonds or phosphorus-to-sulfur bonds containing heterocyclic radicals
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C329/00—Thiocarbonic acids; Halides, esters or anhydrides 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
- C07F9/547—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom
- C07F9/6536—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having nitrogen and sulfur atoms with or without oxygen atoms, as the only ring hetero atoms
- C07F9/6539—Five-membered rings
- C07F9/65392—Five-membered rings containing two nitrogen atoms
- C07F9/65397—Five-membered rings containing two nitrogen atoms having the two nitrogen atoms in positions 1 and 3

Landscapes

Chemical & Material Sciences (AREA)
Organic Chemistry (AREA)
Life Sciences & Earth Sciences (AREA)
General Health & Medical Sciences (AREA)
Health & Medical Sciences (AREA)
Environmental Sciences (AREA)
Biochemistry (AREA)
Engineering & Computer Science (AREA)
Wood Science & Technology (AREA)
Zoology (AREA)
Plant Pathology (AREA)
Pest Control & Pesticides (AREA)
Dentistry (AREA)
Molecular Biology (AREA)
Agronomy & Crop Science (AREA)
Agricultural Chemicals And Associated Chemicals (AREA)
Nitrogen- Or Sulfur-Containing Heterocyclic Ring Compounds With Rings Of Six Or More Members (AREA)
Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Plural Heterocyclic Compounds (AREA)
Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

GB4685674A 1973-10-26 1974-10-24 Thiadiazole derivatives processes for their preparation and compositions incorporating them Expired GB1434699A (en)

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
FR7338223A FR2249092B1 (ru)	1973-10-26	1973-10-26

Publications (1)

Publication Number	Publication Date
GB1434699A true GB1434699A (en)	1976-05-05

Family

ID=9126960

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
GB4685674A Expired GB1434699A (en)	1973-10-26	1974-10-24	Thiadiazole derivatives processes for their preparation and compositions incorporating them

Country Status (19)

Country	Link
JP (1)	JPS5071677A (ru)
AR (1)	AR210251A1 (ru)
BE (1)	BE821420A (ru)
BR (1)	BR7408951A (ru)
CA (1)	CA1024151A (ru)
CH (1)	CH594691A5 (ru)
DD (2)	DD118225A5 (ru)
DE (1)	DE2450815A1 (ru)
DK (1)	DK559474A (ru)
FR (1)	FR2249092B1 (ru)
GB (1)	GB1434699A (ru)
HU (1)	HU171036B (ru)
IE (1)	IE41208B1 (ru)
IL (1)	IL45926A (ru)
LU (1)	LU71167A1 (ru)
NL (1)	NL7413912A (ru)
PH (1)	PH12199A (ru)
SU (1)	SU607531A3 (ru)
ZA (1)	ZA746781B (ru)

1973
- 1973-10-26 FR FR7338223A patent/FR2249092B1/fr not_active Expired
1974
- 1974-10-22 CA CA211,904A patent/CA1024151A/en not_active Expired
- 1974-10-24 JP JP49122004A patent/JPS5071677A/ja active Pending
- 1974-10-24 GB GB4685674A patent/GB1434699A/en not_active Expired
- 1974-10-24 HU HU74RO00000807A patent/HU171036B/hu unknown
- 1974-10-24 BE BE149830A patent/BE821420A/xx unknown
- 1974-10-24 DD DD181897A patent/DD118225A5/xx unknown
- 1974-10-24 NL NL7413912A patent/NL7413912A/xx not_active Application Discontinuation
- 1974-10-24 DD DD190828A patent/DD123475A5/xx unknown
- 1974-10-24 LU LU71167A patent/LU71167A1/xx unknown
- 1974-10-24 IL IL45926A patent/IL45926A/en unknown
- 1974-10-24 PH PH16447A patent/PH12199A/en unknown
- 1974-10-25 BR BR8951/74A patent/BR7408951A/pt unknown
- 1974-10-25 CH CH1434374A patent/CH594691A5/xx not_active IP Right Cessation
- 1974-10-25 AR AR256266A patent/AR210251A1/es active
- 1974-10-25 DE DE19742450815 patent/DE2450815A1/de not_active Withdrawn
- 1974-10-25 DK DK559474A patent/DK559474A/da unknown
- 1974-10-25 ZA ZA00746781A patent/ZA746781B/xx unknown
- 1974-10-25 IE IE2204/74A patent/IE41208B1/xx unknown
1975
- 1975-08-07 SU SU752162198A patent/SU607531A3/ru active

Also Published As

Publication number	Publication date
ZA746781B (en)	1975-11-26
DK559474A (ru)	1975-07-07
SU607531A3 (ru)	1978-05-15
DD118225A5 (ru)	1976-02-20
IE41208L (en)	1975-04-26
BE821420A (fr)	1975-04-24
FR2249092A1 (ru)	1975-05-23
IL45926A (en)	1977-08-31
IE41208B1 (en)	1979-11-07
HU171036B (hu)	1977-10-28
NL7413912A (nl)	1975-04-29
JPS5071677A (ru)	1975-06-13
PH12199A (en)	1978-11-28
CH594691A5 (ru)	1978-01-31
BR7408951A (pt)	1976-05-04
CA1024151A (en)	1978-01-10
LU71167A1 (ru)	1975-06-24
FR2249092B1 (ru)	1977-01-07
AR210251A1 (es)	1977-07-15
IL45926A0 (en)	1974-12-31
DE2450815A1 (de)	1975-04-30
DD123475A5 (ru)	1976-12-20

Publication	Publication Date	Title
GB1466839A (en)	1977-03-09	Substituted phenylguanidines a process for their preparation and their use as medicaments
GB1514870A (en)	1978-06-21	Imidazolyloxime ethers having antimycotic and bactericidal activity
GB1441056A (en)	1976-06-30	Phenyl-pyridazines their preparation and use as herbicides
GB1275525A (en)	1972-05-24	Ureidophenyguanidines, process for their preparation, and their fungicidal use
GB1364403A (en)	1974-08-21	1 - aminosulphonyl - 2 - aminobenzimidazoles process for their preparation and their fungicidal use
ES482675A1 (es)	1980-09-01	Un procedimiento para la preparacion de nuevos derivados de oxadiazolopirimidina.
GB1396169A (en)	1975-06-04	Phosphoryloxy-pyrimidones processes for their prepration and pesticidal compositions incorporating them
GB1434699A (en)	1976-05-05	Thiadiazole derivatives processes for their preparation and compositions incorporating them
GB1417935A (en)	1975-12-17	Naphthyridine derivatives
GB1440212A (en)	1976-06-23	Derivatives of 2-phenoxyacetamido-5-nitrothiazoles
GB1340297A (en)	1973-12-12	Thionophosphoric phosphinic acid esters and their use as insecitcides and acaricides
GB1466177A (en)	1977-03-02	4-hydroxy-pyrimidine derivatives
GB1427160A (en)	1976-03-10	Oxazolidines and oxazolidinones and process for their production
GB1435476A (en)	1976-05-12	Thiazole derivatives processes for their preparation and compositions incorporating them
GB1474133A (en)	1977-05-18	Benzindole derivatives
GB1340889A (en)	1973-12-19	Pesticidal phosphorus-containing barbiturates
GB1442963A (en)	1976-07-21	6-sec-butyl-1,2,4-triazin-5- 4h-ones process for their preparation and their use as herbicides
ES8304103A1 (es)	1983-02-16	Un procedimientpo para la preparacion de nuevos derivados de carbamoiloxiisoxazol.
IE40727B1 (en)	1979-08-01	Aralkylamines
GB1377728A (en)	1974-12-18	Isocyanophenyl and isocyanonaphthyl carbamates and insecticidal and acaricidal compositions containing them
GB1423954A (en)	1976-02-04	Thionothiol-phosphoric acid esters process for their preparation and their use as insecticides and acaricides
GB1304655A (ru)	1973-01-24
GB1514862A (en)	1978-06-21	3-trifluoromethyl-4-aryl-5-amino-pyrazoles
GB1308101A (en)	1973-02-21	Amidophenylisothioureas a process for their preparation and their use as fungicides
GB1296630A (ru)	1972-11-15

Legal Events

Date	Code	Title	Description
1976-09-22	PS	Patent sealed [section 19, patents act 1949]
1981-06-10	PCNP	Patent ceased through non-payment of renewal fee