IE38776L - 2-heterocyclyl-1, 3, 4-thiadiazoles - Google Patents
2-heterocyclyl-1, 3, 4-thiadiazolesInfo
- Publication number
- IE38776L IE38776L IE740124A IE12474A IE38776L IE 38776 L IE38776 L IE 38776L IE 740124 A IE740124 A IE 740124A IE 12474 A IE12474 A IE 12474A IE 38776 L IE38776 L IE 38776L
- Authority
- IE
- Ireland
- Prior art keywords
- formula
- substituted
- thiadiazolyl
- jan
- reacting
- Prior art date
Links
- 150000004869 1,3,4-thiadiazoles Chemical class 0.000 abstract 2
- 239000002253 acid Substances 0.000 abstract 2
- 239000011230 binding agent Substances 0.000 abstract 2
- QUKGLNCXGVWCJX-UHFFFAOYSA-N 1,3,4-thiadiazol-2-amine Chemical class NC1=NN=CS1 QUKGLNCXGVWCJX-UHFFFAOYSA-N 0.000 abstract 1
- NQPJDJVGBDHCAD-UHFFFAOYSA-N 1,3-diazinan-2-one Chemical compound OC1=NCCCN1 NQPJDJVGBDHCAD-UHFFFAOYSA-N 0.000 abstract 1
- RQAVSDINDRNIKL-UHFFFAOYSA-N 1-chloro-3-isocyanatopropane Chemical compound ClCCCN=C=O RQAVSDINDRNIKL-UHFFFAOYSA-N 0.000 abstract 1
- 125000003342 alkenyl group Chemical group 0.000 abstract 1
- 125000000217 alkyl group Chemical group 0.000 abstract 1
- 125000004390 alkyl sulfonyl group Chemical group 0.000 abstract 1
- 125000004414 alkyl thio group Chemical group 0.000 abstract 1
- 229940100198 alkylating agent Drugs 0.000 abstract 1
- 239000002168 alkylating agent Substances 0.000 abstract 1
- -1 alkylsulphoxyl Chemical group 0.000 abstract 1
- 125000003710 aryl alkyl group Chemical group 0.000 abstract 1
- 125000004659 aryl alkyl thio group Chemical group 0.000 abstract 1
- 125000003118 aryl group Chemical group 0.000 abstract 1
- 239000004202 carbamide Substances 0.000 abstract 1
- 239000003795 chemical substances by application Substances 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 abstract 1
- 125000001188 haloalkyl group Chemical group 0.000 abstract 1
- 229910052736 halogen Inorganic materials 0.000 abstract 1
- 150000002367 halogens Chemical class 0.000 abstract 1
- 238000010438 heat treatment Methods 0.000 abstract 1
- 230000002363 herbicidal effect Effects 0.000 abstract 1
- 125000000623 heterocyclic group Chemical group 0.000 abstract 1
- YAMHXTCMCPHKLN-UHFFFAOYSA-N imidazolidin-2-one Chemical compound O=C1NCCN1 YAMHXTCMCPHKLN-UHFFFAOYSA-N 0.000 abstract 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 abstract 1
- 239000000203 mixture Substances 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
- C07D285/12—1,3,4-Thiadiazoles; Hydrogenated 1,3,4-thiadiazoles
- C07D285/125—1,3,4-Thiadiazoles; Hydrogenated 1,3,4-thiadiazoles with oxygen, sulfur or nitrogen atoms, directly attached to ring carbon atoms, the nitrogen atoms not forming part of a nitro radical
- C07D285/135—Nitrogen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D417/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00
- C07D417/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings
- C07D417/04—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings directly linked by a ring-member-to-ring-member bond
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Plural Heterocyclic Compounds (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Nitrogen- Or Sulfur-Containing Heterocyclic Ring Compounds With Rings Of Six Or More Members (AREA)
Abstract
1396858 Heterocyclic substituted 1,3,4-thiadiazole derivatives BAYER AG 22 Jan 1974 [23 Jan 1973] 02904/74 Heading C2C The invention comprises heterocyclic-substituted 1,3,4-thiadiazole derivatives of the Formula (I) in which R<SP>1</SP> is alkyl, alkenyl, haloalkyl, optionally substituted aralkyl or aryl, alkylthio, alkylsulphonyl, alkylsulphoxyl, aralkylthio, aralkylsulphonyl, or aralkylsulphoxyl; R<SP>2</SP> is methyl or ethyl; and n is 1 or 2. They may be prepared by heating a 1,3,4-thiadiazolyl-(2)-urea of Formula (II) in which m is 2 or 3 and Hal is halogen, at 50 to 120‹ C. in the presence of an acid-binding agent, and reacting the hexahydropyrimidine-2-one or imidazolidin-2-one thus produced of Formula (III) with an alkylating agent in the prescence of an acid-binding agent at - 5 to + 100‹ C. The 1,3,4-thiadiazolyl-(2)-ureas of formula (II) may be prepared by reacting the appropriately substituted 2-amino-1,3,4-thiadiazole with cloroethylisocyanate or chloropropylisocyanate. The compounds of Formula (I) are used in herbicidal compositions.
[GB1396858A]
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE2303079A DE2303079A1 (en) | 1973-01-23 | 1973-01-23 | HETEROCYCLIC SUBSTITUTED 1,3,4-THIADIAZOLE DERIVATIVES, PROCESS FOR THEIR PRODUCTION AND USE AS HERBICIDES |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| IE38776L true IE38776L (en) | 1974-07-23 |
| IE38776B1 IE38776B1 (en) | 1978-05-24 |
Family
ID=5869668
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| IE124/74A IE38776B1 (en) | 1973-01-23 | 1974-01-22 | Heterocyclic-substituted 1,3,4-thiadiazole derivatives, process for their preparation and their use as herbicides |
Country Status (23)
| Country | Link |
|---|---|
| JP (2) | JPS49102843A (en) |
| AT (1) | AT332678B (en) |
| AU (1) | AU474530B2 (en) |
| BE (1) | BE809973A (en) |
| BR (1) | BR7400493D0 (en) |
| CA (1) | CA1031776A (en) |
| CH (1) | CH590860A5 (en) |
| DD (1) | DD110158A5 (en) |
| DE (1) | DE2303079A1 (en) |
| EG (1) | EG11042A (en) |
| ES (1) | ES422509A1 (en) |
| FR (1) | FR2214692B1 (en) |
| GB (1) | GB1396858A (en) |
| HU (1) | HU168163B (en) |
| IE (1) | IE38776B1 (en) |
| IL (1) | IL44041A (en) |
| LU (1) | LU69208A1 (en) |
| NL (1) | NL7400799A (en) |
| PL (1) | PL88565B1 (en) |
| RO (1) | RO63030A (en) |
| SU (1) | SU542445A3 (en) |
| TR (1) | TR17542A (en) |
| ZA (1) | ZA74455B (en) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS50100236A (en) * | 1974-01-11 | 1975-08-08 | ||
| IL48358A (en) * | 1975-04-14 | 1979-03-12 | Velsicol Chemical Corp | 1-(5-alkyl-1,3,4-thiadiazol-2-yl)-5-(alkanoyloxy)-3-alkyl-2-imidazolidinones |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1910895C3 (en) * | 1969-03-04 | 1978-11-02 | Bayer Ag, 5090 Leverkusen | Heterocyclically substituted 13,4-thiadiazole derivatives, process for their preparation and their use as herbicides |
-
1973
- 1973-01-23 DE DE2303079A patent/DE2303079A1/en active Pending
-
1974
- 1974-01-14 AU AU64477/74A patent/AU474530B2/en not_active Expired
- 1974-01-14 RO RO7400077276A patent/RO63030A/en unknown
- 1974-01-21 PL PL1974168248A patent/PL88565B1/pl unknown
- 1974-01-21 CH CH77774A patent/CH590860A5/xx not_active IP Right Cessation
- 1974-01-21 IL IL44041A patent/IL44041A/en unknown
- 1974-01-21 NL NL7400799A patent/NL7400799A/xx not_active Application Discontinuation
- 1974-01-21 LU LU69208A patent/LU69208A1/xx unknown
- 1974-01-21 DD DD176106A patent/DD110158A5/xx unknown
- 1974-01-21 BE BE140012A patent/BE809973A/en unknown
- 1974-01-21 TR TR17542A patent/TR17542A/en unknown
- 1974-01-22 CA CA190,649A patent/CA1031776A/en not_active Expired
- 1974-01-22 EG EG19A patent/EG11042A/en active
- 1974-01-22 ES ES422509A patent/ES422509A1/en not_active Expired
- 1974-01-22 ZA ZA740455A patent/ZA74455B/en unknown
- 1974-01-22 GB GB290474A patent/GB1396858A/en not_active Expired
- 1974-01-22 IE IE124/74A patent/IE38776B1/en unknown
- 1974-01-23 FR FR7402217A patent/FR2214692B1/fr not_active Expired
- 1974-01-23 AT AT55274*#A patent/AT332678B/en not_active IP Right Cessation
- 1974-01-23 SU SU1988747A patent/SU542445A3/en active
- 1974-01-23 BR BR74493A patent/BR7400493D0/en unknown
- 1974-01-23 HU HUBA3018A patent/HU168163B/hu unknown
- 1974-01-23 JP JP49009422A patent/JPS49102843A/ja active Pending
- 1974-01-23 JP JP49009421A patent/JPS49101374A/ja active Pending
Also Published As
| Publication number | Publication date |
|---|---|
| ZA74455B (en) | 1974-12-24 |
| SU542445A3 (en) | 1977-01-05 |
| IL44041A (en) | 1977-06-30 |
| NL7400799A (en) | 1974-07-25 |
| IL44041A0 (en) | 1974-05-16 |
| AT332678B (en) | 1976-10-11 |
| DD110158A5 (en) | 1974-12-12 |
| RO63030A (en) | 1978-05-15 |
| ATA55274A (en) | 1976-01-15 |
| LU69208A1 (en) | 1974-09-25 |
| ES422509A1 (en) | 1976-04-16 |
| CH590860A5 (en) | 1977-08-31 |
| GB1396858A (en) | 1975-06-11 |
| AU6447774A (en) | 1975-07-17 |
| CA1031776A (en) | 1978-05-23 |
| FR2214692A1 (en) | 1974-08-19 |
| EG11042A (en) | 1977-11-30 |
| FR2214692B1 (en) | 1977-06-10 |
| BE809973A (en) | 1974-07-22 |
| JPS49101374A (en) | 1974-09-25 |
| BR7400493D0 (en) | 1974-08-22 |
| PL88565B1 (en) | 1976-09-30 |
| DE2303079A1 (en) | 1974-09-05 |
| TR17542A (en) | 1975-07-23 |
| HU168163B (en) | 1976-03-28 |
| AU474530B2 (en) | 1976-07-22 |
| IE38776B1 (en) | 1978-05-24 |
| JPS49102843A (en) | 1974-09-28 |
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