GB1428152A - Agent for the regulation of plant growth - Google Patents
Agent for the regulation of plant growthInfo
- Publication number
- GB1428152A GB1428152A GB2724074A GB2724074A GB1428152A GB 1428152 A GB1428152 A GB 1428152A GB 2724074 A GB2724074 A GB 2724074A GB 2724074 A GB2724074 A GB 2724074A GB 1428152 A GB1428152 A GB 1428152A
- Authority
- GB
- United Kingdom
- Prior art keywords
- alkyl
- reacting
- formula
- compound
- compounds
- Prior art date
- 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
Links
- 230000008635 plant growth Effects 0.000 title 1
- 125000000217 alkyl group Chemical group 0.000 abstract 8
- 150000001875 compounds Chemical class 0.000 abstract 6
- ZHNUHDYFZUAESO-UHFFFAOYSA-N Formamide Chemical compound NC=O ZHNUHDYFZUAESO-UHFFFAOYSA-N 0.000 abstract 4
- SNRUBQQJIBEYMU-UHFFFAOYSA-N Dodecane Natural products CCCCCCCCCCCC SNRUBQQJIBEYMU-UHFFFAOYSA-N 0.000 abstract 2
- NQRYJNQNLNOLGT-UHFFFAOYSA-N Piperidine Chemical compound C1CCNCC1 NQRYJNQNLNOLGT-UHFFFAOYSA-N 0.000 abstract 2
- 125000003342 alkenyl group Chemical group 0.000 abstract 2
- 150000001412 amines Chemical class 0.000 abstract 2
- 125000003438 dodecyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 abstract 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 abstract 2
- 150000003467 sulfuric acid derivatives Chemical class 0.000 abstract 2
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 abstract 1
- PNKUSGQVOMIXLU-UHFFFAOYSA-N Formamidine Chemical class NC=N PNKUSGQVOMIXLU-UHFFFAOYSA-N 0.000 abstract 1
- YNAVUWVOSKDBBP-UHFFFAOYSA-N Morpholine Chemical group C1COCCN1 YNAVUWVOSKDBBP-UHFFFAOYSA-N 0.000 abstract 1
- 230000006578 abscission Effects 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 150000001350 alkyl halides Chemical class 0.000 abstract 1
- -1 alkyl sulphonate Chemical compound 0.000 abstract 1
- 150000001450 anions Chemical class 0.000 abstract 1
- FUQFHOLPJJETAP-UHFFFAOYSA-N carbamimidoyl chloride;hydron;chloride Chemical compound Cl.NC(Cl)=N FUQFHOLPJJETAP-UHFFFAOYSA-N 0.000 abstract 1
- 239000003795 chemical substances by application Substances 0.000 abstract 1
- 229940125890 compound Ia Drugs 0.000 abstract 1
- 230000035613 defoliation Effects 0.000 abstract 1
- 125000005842 heteroatom Chemical group 0.000 abstract 1
- 125000000623 heterocyclic group Chemical group 0.000 abstract 1
- 238000011065 in-situ storage Methods 0.000 abstract 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 abstract 1
- 150000007522 mineralic acids Chemical class 0.000 abstract 1
- 239000000203 mixture Substances 0.000 abstract 1
- 229910052757 nitrogen Inorganic materials 0.000 abstract 1
- 125000004433 nitrogen atom Chemical group N* 0.000 abstract 1
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 abstract 1
- 150000007524 organic acids Chemical class 0.000 abstract 1
- RLOWWWKZYUNIDI-UHFFFAOYSA-N phosphinic chloride Chemical compound ClP=O RLOWWWKZYUNIDI-UHFFFAOYSA-N 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D295/00—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms
- C07D295/16—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms acylated on ring nitrogen atoms
- C07D295/18—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms acylated on ring nitrogen atoms by radicals derived from carboxylic acids, or sulfur or nitrogen analogues thereof
- C07D295/195—Radicals derived from nitrogen analogues of carboxylic acids
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Plural Heterocyclic Compounds (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
- Pyridine Compounds (AREA)
Abstract
1428152 Substituted formamidines CIBAGEIGY AG 16 March 1973 [17 March 1972] 27240/74 Divided out of 1428151 Heading C2C The invention comprises a compound of Formula I, a salt thereof with an inorganic or organic acid, or a quaternary compound of Formula Ia where R 1 is C 2 -C 6 alkyl or C 3 -C 5 alkenyl and R 2 is C 1 -C 12 alkyl or C 3 -C 5 alkenyl, or R 1 is methyl and R 2 is straight chain or branched C 2 -C 7 , C 10 , C 13 or C 14 alkyl, C 8 or C 9 straight chain alkyl or C 11 or C 12 branched alkyl, or R 1 and R 2 together with the nitrogen atom to which they are attached form a heterocyclic ring which may contain further heteroatoms as ring members; R 3 is C 8 -C 14 alkyl and R 4 is C 1 -C 12 alkyl; X- is the anion of a strong acid. Compounds of Formula I may be prepared by reacting a formamide R 1 R 2 NCHO with dialkyl sulphates, and reacting the addition compound so formed in situ with amine R 3 NH 2 , or reacting the formamide with PCl 3 , PCl 5 , POCl, COCl 2 or SOCl 2 to form a chloroformamidinium chloride, and reacting the latter with the amine. The quaternary compound Ia may be formed from I by reaction with for example alkyl halide, alkyl sulphonate or dialkyl sulphates. Examples of I include compounds in which R 1 , R 2 and R 3 are various alkyl groups, in which R 1 = R 2 = allyl, and in which R 1 and R 2 with the nitrogen form a piperidine or morpholine ring. In examples of Ia, R 1 = R 2 = isopropyl, R 3 = dodecyl and R 4 and X- are methyl and CH 3 SO 4 <SP>-</SP>, or dodecyl and I-. The compounds may be used in compositions for the abscission, desiccation or defoliation of unliquefied parts of plants.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH405872A CH563109A5 (en) | 1972-03-17 | 1972-03-17 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1428152A true GB1428152A (en) | 1976-03-17 |
Family
ID=4269022
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB2724074A Expired GB1428152A (en) | 1972-03-17 | 1973-03-16 | Agent for the regulation of plant growth |
| GB1283873A Expired GB1428151A (en) | 1972-03-17 | 1973-03-16 | Process for the regulation of plant growth |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB1283873A Expired GB1428151A (en) | 1972-03-17 | 1973-03-16 | Process for the regulation of plant growth |
Country Status (7)
| Country | Link |
|---|---|
| CH (1) | CH563109A5 (en) |
| EG (1) | EG10747A (en) |
| GB (2) | GB1428152A (en) |
| IL (1) | IL41691A (en) |
| OA (1) | OA04347A (en) |
| SU (1) | SU495832A3 (en) |
| TR (1) | TR17732A (en) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| AU523867B2 (en) * | 1978-03-29 | 1982-08-19 | Mcneil Lab Inc. | Substituted n-iminomethylpiperidines |
| US4499274A (en) * | 1983-03-17 | 1985-02-12 | Mcneilab, Inc. | Process for preparation of substituted formamidine and substituted N-iminomethyl piperidine |
-
1972
- 1972-03-17 CH CH405872A patent/CH563109A5/xx not_active IP Right Cessation
-
1973
- 1973-03-05 IL IL41691A patent/IL41691A/en unknown
- 1973-03-12 OA OA54852A patent/OA04347A/en unknown
- 1973-03-14 EG EG96/73A patent/EG10747A/en active
- 1973-03-15 SU SU1898006A patent/SU495832A3/en active
- 1973-03-16 GB GB2724074A patent/GB1428152A/en not_active Expired
- 1973-03-16 TR TR17732A patent/TR17732A/en unknown
- 1973-03-16 GB GB1283873A patent/GB1428151A/en not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| OA04347A (en) | 1980-01-31 |
| EG10747A (en) | 1976-04-30 |
| GB1428151A (en) | 1976-03-17 |
| IL41691A0 (en) | 1973-05-31 |
| AU5315773A (en) | 1974-09-12 |
| CH563109A5 (en) | 1975-06-30 |
| IL41691A (en) | 1976-09-30 |
| TR17732A (en) | 1975-07-23 |
| SU495832A3 (en) | 1975-12-15 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed [section 19, patents act 1949] | ||
| PCNP | Patent ceased through non-payment of renewal fee |