CH534722A - Verfahren zur Herstellung von Azoverbindungen - Google Patents

Verfahren zur Herstellung von Azoverbindungen

Info

Publication number: CH534722A
Authority: CH; Switzerland
Prior art keywords: sep; coch3; coo; ch2ch2; formula
Prior art date: 1970-06-11

Application number

CH878870A

Other languages

German (de)

English (en)

Inventor

Alfred Dr Courtin

Wolfgang Dr Groebke

Eckart Dr Schleusener

Original Assignee

Sandoz Ag

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.)

1970-06-11

Filing date

1970-06-11

Publication date

1973-03-15

1970-06-11 Application filed by Sandoz Ag filed Critical Sandoz Ag

1970-06-11 Priority to CH878870A priority Critical patent/CH534722A/de

1971-05-05 Priority to BE766770A priority patent/BE766770A/fr

1973-03-15 Publication of CH534722A publication Critical patent/CH534722A/de

Links

238000000034 method Methods 0.000 title claims description 5
238000002360 preparation method Methods 0.000 title claims description 4
150000001875 compounds Chemical class 0.000 claims description 10
125000000217 alkyl group Chemical group 0.000 claims description 9
125000001424 substituent group Chemical group 0.000 claims description 8
125000005843 halogen group Chemical group 0.000 claims description 6
230000008878 coupling Effects 0.000 claims description 5
238000010168 coupling process Methods 0.000 claims description 5
238000005859 coupling reaction Methods 0.000 claims description 5
125000000664 diazo group Chemical group [N-]=[N+]=[*] 0.000 claims description 4
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 4
229910052751 metal Inorganic materials 0.000 claims description 3
239000002184 metal Substances 0.000 claims description 3
125000000542 sulfonic acid group Chemical group 0.000 claims description 2
125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 description 21
125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 description 18
125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 13
239000000975 dye Substances 0.000 description 12
ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 9
-1 phenyl mercapto groups Chemical group 0.000 description 9
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 8
125000004442 acylamino group Chemical group 0.000 description 5
125000003545 alkoxy group Chemical group 0.000 description 5
125000002252 acyl group Chemical group 0.000 description 4
125000004423 acyloxy group Chemical group 0.000 description 4
239000000460 chlorine Substances 0.000 description 4
WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 3
UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
239000010949 copper Substances 0.000 description 3
238000004043 dyeing Methods 0.000 description 3
125000004435 hydrogen atom Chemical group [H]* 0.000 description 3
239000000463 material Substances 0.000 description 3
229920000728 polyester Polymers 0.000 description 3
239000002244 precipitate Substances 0.000 description 3
238000003756 stirring Methods 0.000 description 3
125000004200 2-methoxyethyl group Chemical group [H]C([H])([H])OC([H])([H])C([H])([H])* 0.000 description 2
ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 2
IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 2
ZHNUHDYFZUAESO-UHFFFAOYSA-N Formamide Chemical compound NC=O ZHNUHDYFZUAESO-UHFFFAOYSA-N 0.000 description 2
125000003277 amino group Chemical group 0.000 description 2
229910052801 chlorine Inorganic materials 0.000 description 2
MVPPADPHJFYWMZ-UHFFFAOYSA-N chlorobenzene Chemical compound ClC1=CC=CC=C1 MVPPADPHJFYWMZ-UHFFFAOYSA-N 0.000 description 2
238000004040 coloring Methods 0.000 description 2
125000000753 cycloalkyl group Chemical group 0.000 description 2
239000000835 fiber Substances 0.000 description 2
229910052736 halogen Inorganic materials 0.000 description 2
150000002367 halogens Chemical class 0.000 description 2
230000002209 hydrophobic effect Effects 0.000 description 2
125000002887 hydroxy group Chemical group [H]O* 0.000 description 2
125000001160 methoxycarbonyl group Chemical group [H]C([H])([H])OC(*)=O 0.000 description 2
239000000203 mixture Substances 0.000 description 2
LQNUZADURLCDLV-UHFFFAOYSA-N nitrobenzene Chemical compound [O-][N+](=O)C1=CC=CC=C1 LQNUZADURLCDLV-UHFFFAOYSA-N 0.000 description 2
125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 description 2
239000000126 substance Substances 0.000 description 2
239000004753 textile Substances 0.000 description 2
238000005406 washing Methods 0.000 description 2
210000002268 wool Anatomy 0.000 description 2
WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical group [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 1
239000004215 Carbon black (E152) Substances 0.000 description 1
229920002284 Cellulose triacetate Polymers 0.000 description 1
RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 1
229920000742 Cotton Polymers 0.000 description 1
DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
FXHOOIRPVKKKFG-UHFFFAOYSA-N N,N-Dimethylacetamide Chemical compound CN(C)C(C)=O FXHOOIRPVKKKFG-UHFFFAOYSA-N 0.000 description 1
CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 1
239000004952 Polyamide Substances 0.000 description 1
ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 1
229910006074 SO2NH2 Inorganic materials 0.000 description 1
NNLVGZFZQQXQNW-ADJNRHBOSA-N [(2r,3r,4s,5r,6s)-4,5-diacetyloxy-3-[(2s,3r,4s,5r,6r)-3,4,5-triacetyloxy-6-(acetyloxymethyl)oxan-2-yl]oxy-6-[(2r,3r,4s,5r,6s)-4,5,6-triacetyloxy-2-(acetyloxymethyl)oxan-3-yl]oxyoxan-2-yl]methyl acetate Chemical compound O([C@@H]1O[C@@H]([C@H]([C@H](OC(C)=O)[C@H]1OC(C)=O)O[C@H]1[C@@H]([C@@H](OC(C)=O)[C@H](OC(C)=O)[C@@H](COC(C)=O)O1)OC(C)=O)COC(=O)C)[C@@H]1[C@@H](COC(C)=O)O[C@@H](OC(C)=O)[C@H](OC(C)=O)[C@H]1OC(C)=O NNLVGZFZQQXQNW-ADJNRHBOSA-N 0.000 description 1
CIUQDSCDWFSTQR-UHFFFAOYSA-N [C]1=CC=CC=C1 Chemical compound [C]1=CC=CC=C1 CIUQDSCDWFSTQR-UHFFFAOYSA-N 0.000 description 1
239000002253 acid Substances 0.000 description 1
150000007513 acids Chemical class 0.000 description 1
229910052783 alkali metal Inorganic materials 0.000 description 1
150000001340 alkali metals Chemical class 0.000 description 1
125000004414 alkyl thio group Chemical group 0.000 description 1
239000007900 aqueous suspension Substances 0.000 description 1
125000003118 aryl group Chemical group 0.000 description 1
125000004429 atom Chemical group 0.000 description 1
DMLAVOWQYNRWNQ-UHFFFAOYSA-N azobenzene Chemical compound C1=CC=CC=C1N=NC1=CC=CC=C1 DMLAVOWQYNRWNQ-UHFFFAOYSA-N 0.000 description 1
125000001164 benzothiazolyl group Chemical group S1C(=NC2=C1C=CC=C2)* 0.000 description 1
125000001246 bromo group Chemical group Br* 0.000 description 1
125000004432 carbon atom Chemical group C* 0.000 description 1
238000009833 condensation Methods 0.000 description 1
230000005494 condensation Effects 0.000 description 1
229910052802 copper Inorganic materials 0.000 description 1
125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 description 1
239000000986 disperse dye Substances 0.000 description 1
239000002270 dispersing agent Substances 0.000 description 1
238000010410 dusting Methods 0.000 description 1
230000000694 effects Effects 0.000 description 1
230000008020 evaporation Effects 0.000 description 1
238000001704 evaporation Methods 0.000 description 1
239000000945 filler Substances 0.000 description 1
239000007789 gas Substances 0.000 description 1
238000000227 grinding Methods 0.000 description 1
238000009998 heat setting Methods 0.000 description 1
125000005842 heteroatom Chemical group 0.000 description 1
229930195733 hydrocarbon Natural products 0.000 description 1
125000002883 imidazolyl group Chemical group 0.000 description 1
239000012442 inert solvent Substances 0.000 description 1
239000000314 lubricant Substances 0.000 description 1
238000004519 manufacturing process Methods 0.000 description 1
125000001624 naphthyl group Chemical group 0.000 description 1
229920002647 polyamide Polymers 0.000 description 1
229920000098 polyolefin Polymers 0.000 description 1
229910052700 potassium Inorganic materials 0.000 description 1
239000011591 potassium Substances 0.000 description 1
238000003825 pressing Methods 0.000 description 1
125000004076 pyridyl group Chemical group 0.000 description 1
150000003254 radicals Chemical class 0.000 description 1
150000003839 salts Chemical class 0.000 description 1
239000013535 sea water Substances 0.000 description 1
239000000779 smoke Substances 0.000 description 1
229910052708 sodium Inorganic materials 0.000 description 1
239000011734 sodium Substances 0.000 description 1
239000002689 soil Substances 0.000 description 1
239000002904 solvent Substances 0.000 description 1
238000000859 sublimation Methods 0.000 description 1
230000008022 sublimation Effects 0.000 description 1
125000001113 thiadiazolyl group Chemical group 0.000 description 1
125000000335 thiazolyl group Chemical group 0.000 description 1
125000001425 triazolyl group Chemical group 0.000 description 1
239000008096 xylene Substances 0.000 description 1

Classifications

- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
- C09B43/00—Preparation of azo dyes from other azo compounds
- C09B43/40—Preparation of azo dyes from other azo compounds by substituting hetero atoms by radicals containing other hetero atoms

Landscapes

Chemical & Material Sciences (AREA)
Organic Chemistry (AREA)
Inks, Pencil-Leads, Or Crayons (AREA)

CH878870A 1970-06-11 1970-06-11 Verfahren zur Herstellung von Azoverbindungen CH534722A (de)

Priority Applications (2)

Application Number	Priority Date	Filing Date	Title
CH878870A CH534722A (de)	1970-06-11	1970-06-11	Verfahren zur Herstellung von Azoverbindungen
BE766770A BE766770A (fr)	1970-06-11	1971-05-05	Procede de production de composes azoiques

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
CH878870A CH534722A (de)	1970-06-11	1970-06-11	Verfahren zur Herstellung von Azoverbindungen

Publications (1)

Publication Number	Publication Date
CH534722A true CH534722A (de)	1973-03-15

Family

ID=4344743

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
CH878870A CH534722A (de)	1970-06-11	1970-06-11	Verfahren zur Herstellung von Azoverbindungen

Country Status (2)

Country	Link
BE (1)	BE766770A (fr)
CH (1)	CH534722A (fr)

1970
- 1970-06-11 CH CH878870A patent/CH534722A/de not_active IP Right Cessation
1971
- 1971-05-05 BE BE766770A patent/BE766770A/fr unknown

Also Published As

Publication number	Publication date
BE766770A (fr)	1971-10-01

Legal Events

Date	Code	Title	Description
1980-04-15	PL	Patent ceased

Publication	Publication Date	Title
EP0051188B1 (fr)	1984-07-18	Procédé pour améliorer la solidité à la lumière de polyamides teintés
CH481998A (de)	1969-11-30	Verfahren zur Herstellung reaktiver, schwermetallhaltiger Formazanfarbstoffe
CH689353A5 (de)	1999-03-15	Dispersionsfarbstoffe.
CH534722A (de)	1973-03-15	Verfahren zur Herstellung von Azoverbindungen
CH527881A (de)	1972-09-15	Verfahren zur Herstellung von Azoverbindungen
DE2433260B2 (de)	1977-12-29	In wasser schwer loesliche monoazoverbindungen, verfahren zu ihrer herstellung und ihre verwendung zum faerben oder bedrucken
CH638551A5 (de)	1983-09-30	Monoazofarbstoffe und verfahren zu deren herstellung.
DE2222639A1 (de)	1972-11-16	In Wasser schwer loesliche Azoverbindungen,ihre Herstellung und Verwendung als Dispersionsfarbstoffe
DE2228736C3 (de)	1978-06-15	Disazoverbindungen, ihre Herstellung und Verwendung zum Färben oder Bedrucken von Fasern oder Fäden aus voll- oder halbsynthetischen hydrophoben hochmolekularen organischen Stoffen
CH690824A5 (de)	2001-01-31	Dispersionsfarbstoffe.
CH512564A (de)	1971-09-15	Verfahren zur Herstellung von Monoazoverbindungen
CH684408A5 (de)	1994-09-15	Azo-Dispersionsfarbstoffe.
DE2116315A1 (de)	1971-10-28	Azoverbindungen
DE2460668C2 (de)	1984-07-12	Monoazofarbstoffe, ihre Herstellung und Verwendung
CH616443A5 (en)	1980-03-31	Process for the preparation of organic compounds
CH534723A (de)	1973-03-15	Verfahren zur Herstellung von Sulfonylgruppen enthaltenden Azoverbindungen
AT230511B (de)	1963-12-10	Verfahren zur Herstellung von neuen Farbstoffen der Tetrazaporphinreihe
CH520755A (de)	1972-03-31	Verfahren zur Herstellung von Azoverbindungen
DE1932416A1 (de)	1970-04-23	Verfahren zur Herstellung von Distyrylverbindungen
CH517156A (de)	1971-12-31	Verfahren zur Herstellung von Verbindungen der heterocyclischen Reihe
DE1794317C (de)	1973-06-28	Nitroacndonfarbstoffe Ausscheidung aus 1569775
DE2015350B2 (de)	1978-09-28	In Wasser schwer lösliche Monoazoverbindungen, Verfahren zu ihrer Herstellung und ihre Verwendung zum Färben oder Bedrucken
CH517812A (de)	1972-01-15	Verfahren zur Herstellung in Wasser schwer löslicher Azoverbindungen
CH667277A5 (de)	1988-09-30	Monoazo-dispersionsfarbstoffe.
DE2553508A1 (de)	1977-06-02	Basische azofarbstoffe, verfahren zu ihrer herstellung und ihre verwendung