DD204652A1 - Verfahren zur synthese von methylmercapto-bis-alkylamino-s-triazinen - Google Patents

Verfahren zur synthese von methylmercapto-bis-alkylamino-s-triazinen Download PDF

Info

Publication number: DD204652A1
Authority: DD; German Democratic Republic
Prior art keywords: methylmercapto; water; triazines; reaction; bis
Prior art date: 1978-08-24

Application number

DD20745778A

Other languages

German (de)

English (en)

Inventor

Rainer Hacker

Klaus-Juergen Becker

Hannelore Heinzig

Joachim Kasper

H-Juergen Riedel

Walter Steinke

Edgar Kern

Original Assignee

Bitterfeld Chemie

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.)

1978-08-24

Filing date

1978-08-24

Publication date

1983-12-07

1978-08-24 Application filed by Bitterfeld Chemie filed Critical Bitterfeld Chemie

1978-08-24 Priority to DD20745778A priority Critical patent/DD204652A1/de

1979-08-10 Priority to CS552479A priority patent/CS220575B1/cs

1983-12-07 Publication of DD204652A1 publication Critical patent/DD204652A1/de

Links

238000000034 method Methods 0.000 title claims abstract description 14
230000015572 biosynthetic process Effects 0.000 title claims abstract description 8
238000003786 synthesis reaction Methods 0.000 title claims abstract description 8
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 23
150000001412 amines Chemical class 0.000 claims abstract description 10
239000003960 organic solvent Substances 0.000 claims abstract description 10
MWPZLWRHHPWTFS-UHFFFAOYSA-N 2,4-dichloro-6-methylsulfanyl-1,3,5-triazine Chemical compound CSC1=NC(Cl)=NC(Cl)=N1 MWPZLWRHHPWTFS-UHFFFAOYSA-N 0.000 claims abstract description 3
239000008241 heterogeneous mixture Substances 0.000 claims abstract description 3
238000006243 chemical reaction Methods 0.000 claims description 16
239000002253 acid Substances 0.000 claims description 4
239000002904 solvent Substances 0.000 claims description 4
239000004094 surface-active agent Substances 0.000 claims description 3
150000008044 alkali metal hydroxides Chemical class 0.000 claims 1
150000001875 compounds Chemical class 0.000 claims 1
239000006227 byproduct Substances 0.000 abstract 1
238000000746 purification Methods 0.000 abstract 1
HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 39
MVPPADPHJFYWMZ-UHFFFAOYSA-N chlorobenzene Chemical compound ClC1=CC=CC=C1 MVPPADPHJFYWMZ-UHFFFAOYSA-N 0.000 description 14
JJWLVOIRVHMVIS-UHFFFAOYSA-N isopropylamine Chemical compound CC(C)N JJWLVOIRVHMVIS-UHFFFAOYSA-N 0.000 description 9
BAVYZALUXZFZLV-UHFFFAOYSA-N Methylamine Chemical compound NC BAVYZALUXZFZLV-UHFFFAOYSA-N 0.000 description 8
238000009835 boiling Methods 0.000 description 7
CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 6
239000000203 mixture Substances 0.000 description 6
239000008096 xylene Substances 0.000 description 6
QUSNBJAOOMFDIB-UHFFFAOYSA-N Ethylamine Chemical compound CCN QUSNBJAOOMFDIB-UHFFFAOYSA-N 0.000 description 4
LSDPWZHWYPCBBB-UHFFFAOYSA-N Methanethiol Chemical compound SC LSDPWZHWYPCBBB-UHFFFAOYSA-N 0.000 description 4
238000003756 stirring Methods 0.000 description 4
239000000370 acceptor Substances 0.000 description 3
239000008346 aqueous phase Substances 0.000 description 3
239000007795 chemical reaction product Substances 0.000 description 3
239000012141 concentrate Substances 0.000 description 3
238000001816 cooling Methods 0.000 description 3
238000004821 distillation Methods 0.000 description 3
239000000839 emulsion Substances 0.000 description 3
239000012074 organic phase Substances 0.000 description 3
239000012071 phase Substances 0.000 description 3
230000029936 alkylation Effects 0.000 description 2
238000005804 alkylation reaction Methods 0.000 description 2
RQVYBGPQFYCBGX-UHFFFAOYSA-N ametryn Chemical compound CCNC1=NC(NC(C)C)=NC(SC)=N1 RQVYBGPQFYCBGX-UHFFFAOYSA-N 0.000 description 2
230000007062 hydrolysis Effects 0.000 description 2
238000006460 hydrolysis reaction Methods 0.000 description 2
239000000047 product Substances 0.000 description 2
AAEVYOVXGOFMJO-UHFFFAOYSA-N prometryn Chemical compound CSC1=NC(NC(C)C)=NC(NC(C)C)=N1 AAEVYOVXGOFMJO-UHFFFAOYSA-N 0.000 description 2
239000011541 reaction mixture Substances 0.000 description 2
238000000926 separation method Methods 0.000 description 2
239000000126 substance Substances 0.000 description 2
JIHQDMXYYFUGFV-UHFFFAOYSA-N 1,3,5-triazine Chemical compound C1=NC=NC=N1 JIHQDMXYYFUGFV-UHFFFAOYSA-N 0.000 description 1
RBYFKCAAFQIZAQ-UHFFFAOYSA-N 1h-1,3,5-triazine-2-thione Chemical class S=C1N=CN=CN1 RBYFKCAAFQIZAQ-UHFFFAOYSA-N 0.000 description 1
HCRWJJJUKUVORR-UHFFFAOYSA-N Desmetryn Chemical compound CNC1=NC(NC(C)C)=NC(SC)=N1 HCRWJJJUKUVORR-UHFFFAOYSA-N 0.000 description 1
229910052783 alkali metal Inorganic materials 0.000 description 1
229910052977 alkali metal sulfide Inorganic materials 0.000 description 1
-1 alkali metal thiosulfate Chemical class 0.000 description 1
150000004649 carbonic acid derivatives Chemical class 0.000 description 1
229910052801 chlorine Inorganic materials 0.000 description 1
125000001309 chloro group Chemical group Cl* 0.000 description 1
239000002270 dispersing agent Substances 0.000 description 1
238000005580 one pot reaction Methods 0.000 description 1
229920001021 polysulfide Polymers 0.000 description 1
239000005077 polysulfide Substances 0.000 description 1
150000008117 polysulfides Polymers 0.000 description 1
239000000843 powder Substances 0.000 description 1
238000001556 precipitation Methods 0.000 description 1
238000011403 purification operation Methods 0.000 description 1
230000035484 reaction time Effects 0.000 description 1
238000005185 salting out Methods 0.000 description 1
238000001256 steam distillation Methods 0.000 description 1
238000006467 substitution reaction Methods 0.000 description 1

Landscapes

Crystals, And After-Treatments Of Crystals (AREA)
Plural Heterocyclic Compounds (AREA)

DD20745778A 1978-08-24 1978-08-24 Verfahren zur synthese von methylmercapto-bis-alkylamino-s-triazinen DD204652A1 (de)

Priority Applications (2)

Application Number	Priority Date	Filing Date	Title
DD20745778A DD204652A1 (de)	1978-08-24	1978-08-24	Verfahren zur synthese von methylmercapto-bis-alkylamino-s-triazinen
CS552479A CS220575B1 (en)	1978-08-24	1979-08-10	Leverage for parallel displacement and turning of horizontal plates

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
DD20745778A DD204652A1 (de)	1978-08-24	1978-08-24	Verfahren zur synthese von methylmercapto-bis-alkylamino-s-triazinen

Publications (1)

Publication Number	Publication Date
DD204652A1 true DD204652A1 (de)	1983-12-07

Family

ID=5514138

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
DD20745778A DD204652A1 (de)	1978-08-24	1978-08-24	Verfahren zur synthese von methylmercapto-bis-alkylamino-s-triazinen

Country Status (2)

Country	Link
CS (1)	CS220575B1 (cs)
DD (1)	DD204652A1 (cs)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
EP0357556A1 (de) *	1988-09-02	1990-03-07	Ciba-Geigy Ag	Verfahren zur Herstellung von 6-Alkylthio-2,4-diamino-1,3,5-triazinen

1978
- 1978-08-24 DD DD20745778A patent/DD204652A1/de unknown
1979
- 1979-08-10 CS CS552479A patent/CS220575B1/cs unknown

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
EP0357556A1 (de) *	1988-09-02	1990-03-07	Ciba-Geigy Ag	Verfahren zur Herstellung von 6-Alkylthio-2,4-diamino-1,3,5-triazinen

Also Published As

Publication number	Publication date
CS220575B1 (en)	1983-04-29

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