DE1211163B - Verfahren zur Herstellung von Arylimino-halogenkohlensaeureamiden - Google Patents
Verfahren zur Herstellung von Arylimino-halogenkohlensaeureamidenInfo
- Publication number
- DE1211163B DE1211163B DEF28463A DEF0028463A DE1211163B DE 1211163 B DE1211163 B DE 1211163B DE F28463 A DEF28463 A DE F28463A DE F0028463 A DEF0028463 A DE F0028463A DE 1211163 B DE1211163 B DE 1211163B
- Authority
- DE
- Germany
- Prior art keywords
- preparation
- aryl
- arylimino
- radicals
- isocyanide
- 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.)
- Pending
Links
- 238000000034 method Methods 0.000 title claims description 4
- -1 heterocyclic radical Chemical class 0.000 claims description 10
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 claims description 4
- 150000003254 radicals Chemical class 0.000 claims description 4
- 125000003118 aryl group Chemical group 0.000 claims description 3
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical group [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims description 2
- 125000001931 aliphatic group Chemical group 0.000 claims description 2
- 125000000217 alkyl group Chemical group 0.000 claims description 2
- 229910021529 ammonia Inorganic materials 0.000 claims description 2
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Chemical group BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims description 2
- 229910052794 bromium Chemical group 0.000 claims description 2
- 229910052801 chlorine Inorganic materials 0.000 claims description 2
- 239000000460 chlorine Substances 0.000 claims description 2
- 125000001309 chloro group Chemical group Cl* 0.000 claims description 2
- 125000004122 cyclic group Chemical group 0.000 claims description 2
- 125000005842 heteroatom Chemical group 0.000 claims description 2
- 239000001257 hydrogen Substances 0.000 claims description 2
- 229910052739 hydrogen Inorganic materials 0.000 claims description 2
- 125000004433 nitrogen atom Chemical group N* 0.000 claims description 2
- 150000001408 amides Chemical class 0.000 claims 1
- 125000004435 hydrogen atom Chemical class [H]* 0.000 claims 1
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 18
- 150000001412 amines Chemical group 0.000 description 5
- ROSDSFDQCJNGOL-UHFFFAOYSA-N Dimethylamine Chemical compound CNC ROSDSFDQCJNGOL-UHFFFAOYSA-N 0.000 description 4
- RWRDLPDLKQPQOW-UHFFFAOYSA-N Pyrrolidine Chemical compound C1CCNC1 RWRDLPDLKQPQOW-UHFFFAOYSA-N 0.000 description 3
- 238000006243 chemical reaction Methods 0.000 description 3
- ZFULXOGYCDBCHD-UHFFFAOYSA-N (4-chlorophenyl)-methylidyneazanium Chemical compound ClC1=CC=C([N+]#C)C=C1 ZFULXOGYCDBCHD-UHFFFAOYSA-N 0.000 description 2
- TTWWZVGVBRPHLE-UHFFFAOYSA-N 1,1-dichloro-n-phenylmethanimine Chemical compound ClC(Cl)=NC1=CC=CC=C1 TTWWZVGVBRPHLE-UHFFFAOYSA-N 0.000 description 2
- QPPCIPBFKQOIMT-UHFFFAOYSA-N 1-chloro-4-isocyanobenzene Chemical compound ClC1=CC=C([N+]#[C-])C=C1 QPPCIPBFKQOIMT-UHFFFAOYSA-N 0.000 description 2
- YNAVUWVOSKDBBP-UHFFFAOYSA-N Morpholine Chemical compound C1COCCN1 YNAVUWVOSKDBBP-UHFFFAOYSA-N 0.000 description 2
- 238000009835 boiling Methods 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 238000001816 cooling Methods 0.000 description 2
- 239000005457 ice water Substances 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- PBQDQFPMNAMCRA-UHFFFAOYSA-N 1,1-dichloro-n-(3,4-dichlorophenyl)methanimine Chemical compound ClC(Cl)=NC1=CC=C(Cl)C(Cl)=C1 PBQDQFPMNAMCRA-UHFFFAOYSA-N 0.000 description 1
- FEUHGXVGNQTPGQ-UHFFFAOYSA-N 1-fluoro-4-isocyanobenzene Chemical compound FC1=CC=C([N+]#[C-])C=C1 FEUHGXVGNQTPGQ-UHFFFAOYSA-N 0.000 description 1
- MIEQKTRWKZYUPY-UHFFFAOYSA-N 1-isocyano-4-methoxybenzene Chemical compound COC1=CC=C([N+]#[C-])C=C1 MIEQKTRWKZYUPY-UHFFFAOYSA-N 0.000 description 1
- RNQKOGLJJFVNRD-UHFFFAOYSA-N 1-isocyano-4-methylbenzene Chemical compound CC1=CC=C([N+]#[C-])C=C1 RNQKOGLJJFVNRD-UHFFFAOYSA-N 0.000 description 1
- WQFPYEBGLBCQOY-UHFFFAOYSA-N 1-isocyano-4-nitrobenzene Chemical compound [O-][N+](=O)C1=CC=C([N+]#[C-])C=C1 WQFPYEBGLBCQOY-UHFFFAOYSA-N 0.000 description 1
- FNZBFUNTBNMNBA-UHFFFAOYSA-N 3-(4-chlorophenyl)iminomorpholine-4-carbonyl chloride Chemical compound ClC1=CC=C(C=C1)N=C1N(CCOC1)C(=O)Cl FNZBFUNTBNMNBA-UHFFFAOYSA-N 0.000 description 1
- BMHVFZFKYFNEQG-UHFFFAOYSA-N ClC1=CC=C(C=C1)N=C1N(CCC1)C(=O)Cl Chemical compound ClC1=CC=C(C=C1)N=C1N(CCC1)C(=O)Cl BMHVFZFKYFNEQG-UHFFFAOYSA-N 0.000 description 1
- PLBVJJMEICHJAG-UHFFFAOYSA-N ClO.N1CCOCC1 Chemical compound ClO.N1CCOCC1 PLBVJJMEICHJAG-UHFFFAOYSA-N 0.000 description 1
- 239000008346 aqueous phase Substances 0.000 description 1
- 150000001491 aromatic compounds Chemical group 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 230000008020 evaporation Effects 0.000 description 1
- 239000000706 filtrate Substances 0.000 description 1
- 125000005843 halogen group Chemical group 0.000 description 1
- 239000004009 herbicide Substances 0.000 description 1
- 150000002431 hydrogen Chemical class 0.000 description 1
- 239000012433 hydrogen halide Substances 0.000 description 1
- 229910000039 hydrogen halide Inorganic materials 0.000 description 1
- VLORUSZFCDSLOS-UHFFFAOYSA-N hypochlorous acid pyrrolidine Chemical compound ClO.C1CCNC1 VLORUSZFCDSLOS-UHFFFAOYSA-N 0.000 description 1
- 150000007529 inorganic bases Chemical class 0.000 description 1
- 239000000543 intermediate Substances 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 239000003973 paint Substances 0.000 description 1
- RCIBIGQXGCBBCT-UHFFFAOYSA-N phenyl isocyanide Chemical compound [C-]#[N+]C1=CC=CC=C1 RCIBIGQXGCBBCT-UHFFFAOYSA-N 0.000 description 1
- 239000011814 protection agent Substances 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 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
- C07D295/20—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 carbonic acid, or sulfur or nitrogen analogues thereof
- C07D295/215—Radicals derived from nitrogen analogues of carbonic acid
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C273/00—Preparation of urea or its derivatives, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C275/00—Derivatives of urea, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups
- C07C275/70—Compounds containing any of the groups, e.g. isoureas
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Plural Heterocyclic Compounds (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
Priority Applications (13)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| NL252298D NL252298A (en, 2012) | 1959-05-16 | ||
| NL251673D NL251673A (en, 2012) | 1959-05-16 | ||
| DEF28463A DE1211163B (de) | 1959-05-16 | 1959-05-16 | Verfahren zur Herstellung von Arylimino-halogenkohlensaeureamiden |
| DEF28608A DE1138039B (de) | 1959-05-16 | 1959-06-04 | Verfahren zur Herstellung von Isoharnstoff-Derivaten |
| CH528760A CH385822A (de) | 1959-05-16 | 1960-05-09 | Verfahren zur Herstellung von Halogenkohlensäureamid-Derivaten |
| FR827020A FR1256873A (fr) | 1959-05-16 | 1960-05-12 | Amides d'acides arylimino-halogénocarboniques et procédé pour les préparer |
| GB1704860A GB888646A (en) | 1959-05-16 | 1960-05-13 | Halo formamidines |
| CH600660A CH387612A (de) | 1959-05-16 | 1960-05-24 | Verfahren zur Herstellung von Isoharnstoff-Derivaten |
| GB1853760A GB904706A (en) | 1959-05-16 | 1960-05-25 | Isourea derivatives |
| FR829137A FR1266656A (fr) | 1959-05-16 | 1960-06-03 | O-alkyl-isourées aromatiques et procédé pour les préparer |
| GB2710562A GB963312A (en) | 1959-05-16 | 1962-07-13 | Process for the production of arylimino-halo-carbonic acid amides |
| FR904109A FR81999E (fr) | 1959-05-16 | 1962-07-16 | Amides d'acides arylimino-halogénocarboniques et procédé pour les préparer |
| US438141A US3280190A (en) | 1959-05-16 | 1964-12-22 | O-lower alkyl-n-chlorophenyl-n', n'-dilower alkyl-isoureas |
Applications Claiming Priority (4)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DEF28463A DE1211163B (de) | 1959-05-16 | 1959-05-16 | Verfahren zur Herstellung von Arylimino-halogenkohlensaeureamiden |
| DEF28608A DE1138039B (de) | 1959-05-16 | 1959-06-04 | Verfahren zur Herstellung von Isoharnstoff-Derivaten |
| DEF29580A DE1219020B (de) | 1959-10-10 | 1959-10-10 | Verfahren zur Herstellung von Isoharnstoff-Derivaten |
| DEF0034480 | 1961-07-20 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE1211163B true DE1211163B (de) | 1966-02-24 |
Family
ID=31192177
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DEF28463A Pending DE1211163B (de) | 1959-05-16 | 1959-05-16 | Verfahren zur Herstellung von Arylimino-halogenkohlensaeureamiden |
| DEF28608A Pending DE1138039B (de) | 1959-05-16 | 1959-06-04 | Verfahren zur Herstellung von Isoharnstoff-Derivaten |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DEF28608A Pending DE1138039B (de) | 1959-05-16 | 1959-06-04 | Verfahren zur Herstellung von Isoharnstoff-Derivaten |
Country Status (4)
| Country | Link |
|---|---|
| CH (2) | CH385822A (en, 2012) |
| DE (2) | DE1211163B (en, 2012) |
| GB (3) | GB888646A (en, 2012) |
| NL (2) | NL252298A (en, 2012) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3517844A1 (de) | 1984-08-30 | 1986-03-13 | Bayer Ag, 5090 Leverkusen | Sulfonyliso(thio)harnstoff-derivate |
| DE3504453A1 (de) * | 1985-02-09 | 1986-08-14 | Basf Ag, 6700 Ludwigshafen | Isoharnstoffe, verfahren zu ihrer herstellung und ihre verwendung zur bekaempfung unerwuenschten pflanzenwuchses |
-
0
- NL NL251673D patent/NL251673A/xx unknown
- NL NL252298D patent/NL252298A/xx unknown
-
1959
- 1959-05-16 DE DEF28463A patent/DE1211163B/de active Pending
- 1959-06-04 DE DEF28608A patent/DE1138039B/de active Pending
-
1960
- 1960-05-09 CH CH528760A patent/CH385822A/de unknown
- 1960-05-13 GB GB1704860A patent/GB888646A/en not_active Expired
- 1960-05-24 CH CH600660A patent/CH387612A/de unknown
- 1960-05-25 GB GB1853760A patent/GB904706A/en not_active Expired
-
1962
- 1962-07-13 GB GB2710562A patent/GB963312A/en not_active Expired
Non-Patent Citations (1)
| Title |
|---|
| None * |
Also Published As
| Publication number | Publication date |
|---|---|
| CH387612A (de) | 1965-02-15 |
| DE1138039B (de) | 1962-10-18 |
| NL252298A (en, 2012) | |
| CH385822A (de) | 1964-12-31 |
| GB888646A (en) | 1962-01-31 |
| NL251673A (en, 2012) | |
| GB963312A (en) | 1964-07-08 |
| GB904706A (en) | 1962-08-29 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| DE1211163B (de) | Verfahren zur Herstellung von Arylimino-halogenkohlensaeureamiden | |
| AT220155B (de) | Verfahren zur Herstellung von neuen Arylimino-Halogenkohlensäureamiden | |
| DE1543531A1 (de) | Verfahren zur Herstellung von halogenierten Estern der Phosphorsaeuren | |
| DE951719C (de) | Verfahren zur Herstellung von N,N'-Dithio-bis-sulfonsaeureamiden | |
| DE1161262B (de) | Verfahren zur Herstellung N-trifluormethylierter Sulfenamide | |
| DE2054342A1 (de) | Neue 1,2,4-Oxdiazole | |
| AT258264B (de) | Verfahren zur Herstellung von 5-(3'-Methylaminopropyl)-5H-dibenzo[a,d] cyclohepten | |
| DE1298095B (de) | Verfahren zur Herstellung von Bis-halogencarbonyl-aminen | |
| DE1953356A1 (de) | Verfahren zur Herstellung von N-Alkyl-N-(trihalogenmethylthio)-sulfamid-saeurechloriden | |
| DE2125229A1 (de) | Verfahren zur Herstellung von China zolinen | |
| AT232499B (de) | Verfahren zur Herstellung neuer N-triflourmethylierter Sulfenamide | |
| AT219053B (de) | Verfahren zur Herstellung von Isoharnstoff-Derivaten | |
| EP0138760B1 (de) | Verfahren zur Herstellung von N-substituierten Orthophenylendiaminen | |
| DE1153743B (de) | Verfahren zur Herstellung von Fluorformamidinen | |
| AT227678B (de) | Verfahren zur Herstellung von neuen Sulfensäure-Derivaten | |
| DE1199777B (de) | Verfahren zur Herstellung von 2-Chlor-4-azaphenthiazinderivaten | |
| DE1272286C2 (de) | Verfahren zur Herstellung von N-substituierten aliphatischen Thiocarbonsaeureamiden | |
| DE60000890T2 (de) | Verfahren zur Herstellung von 1,1,1-Trifluoro-2-aminoalkane | |
| AT213902B (de) | Verfahren zur Herstellung von neuen Phosphorsäure- bzw. Thiophosphorsäure-amiden | |
| DE1008300B (de) | Verfahren zur Herstellung von basisch substituierten Coffeinderivaten | |
| DE1156403B (de) | Verfahren zur Herstellung von Sulfonsaeureamid-N-sulfensaeurechloriden | |
| DE1042582B (de) | Verfahren zur Herstellung von neuen Derivaten der Imidodiphosphorsaeure | |
| DE1183095B (de) | Verfahren zur Herstellung von Amin-iminen | |
| DE1293754B (de) | N-trifluormethylierte Sulfensaeureamide und Verfahren zu deren Herstellung | |
| DE2209853A1 (en, 2012) |