CA1038399A - Synthese de l'acide amino-1 benzene sulfatoethylsulfone-5-b desulfonique-2,4, du derive 5-vinylsufone et de leurs sels alcalins - Google Patents

Synthese de l'acide amino-1 benzene sulfatoethylsulfone-5-b desulfonique-2,4, du derive 5-vinylsufone et de leurs sels alcalins

Info

Publication number: CA1038399A
Authority: CA; Canada
Prior art keywords: aminobenzene; beta; sulfuric acid; mixture; acid
Prior art date: 1973-10-17
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

Application number

CA211,513A

Other languages

English (en)

Other versions

CA211513S (en

Inventor

Hermann Fuchs

Gustav Kapaun

Fritz Meininger

Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)

Hoechst AG

Original Assignee

Hoechst 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.)

1973-10-17

Filing date

1974-10-16

Publication date

1978-09-12

1973-10-17 Priority claimed from DE19732352059 external-priority patent/DE2352059C3/de

1974-10-16 Application filed by Hoechst AG filed Critical Hoechst AG

1978-09-12 Application granted granted Critical

1978-09-12 Publication of CA1038399A publication Critical patent/CA1038399A/fr

Status Expired legal-status Critical Current

Links

239000002253 acid Substances 0.000 title claims description 24
150000003839 salts Chemical class 0.000 title claims description 7
238000004519 manufacturing process Methods 0.000 title claims description 3
150000001875 compounds Chemical class 0.000 claims abstract description 8
238000000034 method Methods 0.000 claims abstract description 4
QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims description 25
239000000203 mixture Substances 0.000 claims description 20
AKEJUJNQAAGONA-UHFFFAOYSA-N sulfur trioxide Chemical compound O=S(=O)=O AKEJUJNQAAGONA-UHFFFAOYSA-N 0.000 claims description 20
229910052783 alkali metal Inorganic materials 0.000 claims description 7
150000001340 alkali metals Chemical class 0.000 claims description 7
229910052784 alkaline earth metal Inorganic materials 0.000 claims description 6
-1 alkaline earth metal salt Chemical class 0.000 claims description 4
150000001342 alkaline earth metals Chemical group 0.000 claims description 3
239000007864 aqueous solution Substances 0.000 claims description 3
238000010438 heat treatment Methods 0.000 claims description 3
229910052739 hydrogen Inorganic materials 0.000 claims description 3
239000001257 hydrogen Substances 0.000 claims description 3
125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 3
MBDUIEKYVPVZJH-UHFFFAOYSA-N 1-ethylsulfonylethane Chemical compound CCS(=O)(=O)CC MBDUIEKYVPVZJH-UHFFFAOYSA-N 0.000 claims 1
239000011230 binding agent Substances 0.000 claims 1
150000004682 monohydrates Chemical class 0.000 claims 1
230000003472 neutralizing effect Effects 0.000 claims 1
238000006277 sulfonation reaction Methods 0.000 abstract description 5
238000002360 preparation method Methods 0.000 abstract description 2
238000004043 dyeing Methods 0.000 abstract 2
PAYRUJLWNCNPSJ-UHFFFAOYSA-N N-phenyl amine Natural products NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 abstract 1
238000003756 stirring Methods 0.000 description 10
NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 5
239000011593 sulfur Substances 0.000 description 5
229910052717 sulfur Inorganic materials 0.000 description 5
CDBYLPFSWZWCQE-UHFFFAOYSA-L sodium carbonate Substances [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 4
HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
238000001816 cooling Methods 0.000 description 3
239000011541 reaction mixture Substances 0.000 description 3
239000000243 solution Substances 0.000 description 3
BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 description 2
VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 2
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 2
ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 2
WCUXLLCKKVVCTQ-UHFFFAOYSA-M Potassium chloride Chemical compound [Cl-].[K+] WCUXLLCKKVVCTQ-UHFFFAOYSA-M 0.000 description 2
239000003513 alkali Substances 0.000 description 2
125000000664 diazo group Chemical group [N-]=[N+]=[*] 0.000 description 2
230000007717 exclusion Effects 0.000 description 2
229910000000 metal hydroxide Inorganic materials 0.000 description 2
150000004692 metal hydroxides Chemical class 0.000 description 2
230000007935 neutral effect Effects 0.000 description 2
FWFGVMYFCODZRD-UHFFFAOYSA-N oxidanium;hydrogen sulfate Chemical compound O.OS(O)(=O)=O FWFGVMYFCODZRD-UHFFFAOYSA-N 0.000 description 2
125000001997 phenyl group Chemical class [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 2
229910052700 potassium Inorganic materials 0.000 description 2
239000011591 potassium Substances 0.000 description 2
229910052708 sodium Inorganic materials 0.000 description 2
239000011734 sodium Substances 0.000 description 2
229910000029 sodium carbonate Inorganic materials 0.000 description 2
LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 description 1
OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical group [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 1
OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
QXNVGIXVLWOKEQ-UHFFFAOYSA-N Disodium Chemical class [Na][Na] QXNVGIXVLWOKEQ-UHFFFAOYSA-N 0.000 description 1
229910000272 alkali metal oxide Inorganic materials 0.000 description 1
150000001447 alkali salts Chemical class 0.000 description 1
229910001860 alkaline earth metal hydroxide Inorganic materials 0.000 description 1
229910001420 alkaline earth metal ion Inorganic materials 0.000 description 1
150000001412 amines Chemical class 0.000 description 1
238000004458 analytical method Methods 0.000 description 1
229910052799 carbon Inorganic materials 0.000 description 1
238000006243 chemical reaction Methods 0.000 description 1
239000003795 chemical substances by application Substances 0.000 description 1
238000001035 drying Methods 0.000 description 1
150000004820 halides Chemical class 0.000 description 1
150000002500 ions Chemical class 0.000 description 1
239000002184 metal Substances 0.000 description 1
229910021645 metal ion Inorganic materials 0.000 description 1
239000001103 potassium chloride Substances 0.000 description 1
235000011164 potassium chloride Nutrition 0.000 description 1
230000001376 precipitating effect Effects 0.000 description 1
238000001556 precipitation Methods 0.000 description 1
159000000000 sodium salts Chemical class 0.000 description 1
238000004611 spectroscopical analysis Methods 0.000 description 1
238000001228 spectrum Methods 0.000 description 1
238000001694 spray drying Methods 0.000 description 1
125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1

Landscapes

Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

CA211,513A 1973-10-17 1974-10-16 Synthese de l'acide amino-1 benzene sulfatoethylsulfone-5-b desulfonique-2,4, du derive 5-vinylsufone et de leurs sels alcalins Expired CA1038399A (fr)

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
DE19732352059 DE2352059C3 (de)		1973-10-17	i-Aminobenzol-5-beta-sulfatoäthylsulfon-2,4-disulfonsäure, deren 5-Vinylsulfonverbindung und deren Alkali- oder Erdalkalisalze sowie Verfahren zur Herstellung dieser Verbindungen

Publications (1)

Publication Number	Publication Date
CA1038399A true CA1038399A (fr)	1978-09-12

Family

ID=5895664

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
CA211,513A Expired CA1038399A (fr)	1973-10-17	1974-10-16	Synthese de l'acide amino-1 benzene sulfatoethylsulfone-5-b desulfonique-2,4, du derive 5-vinylsufone et de leurs sels alcalins

Country Status (8)

Country	Link
JP (1)	JPS5644067B2 (fr)
BE (1)	BE821194A (fr)
CA (1)	CA1038399A (fr)
CH (1)	CH605719A5 (fr)
FR (1)	FR2248269B1 (fr)
GB (1)	GB1438878A (fr)
IN (1)	IN143126B (fr)
IT (1)	IT1022898B (fr)

1974
- 1974-10-14 CH CH1376574A patent/CH605719A5/xx not_active IP Right Cessation
- 1974-10-15 IT IT2845474A patent/IT1022898B/it active
- 1974-10-16 CA CA211,513A patent/CA1038399A/fr not_active Expired
- 1974-10-16 JP JP11832574A patent/JPS5644067B2/ja not_active Expired
- 1974-10-17 GB GB4501274A patent/GB1438878A/en not_active Expired
- 1974-10-17 IN IN2306/CAL/74A patent/IN143126B/en unknown
- 1974-10-17 FR FR7434950A patent/FR2248269B1/fr not_active Expired
- 1974-10-17 BE BE149637A patent/BE821194A/fr not_active IP Right Cessation

Also Published As

Publication number	Publication date
CH605719A5 (fr)	1978-10-13
BE821194A (fr)	1975-04-17
FR2248269B1 (fr)	1978-11-24
DE2352059A1 (de)	1975-04-24
IN143126B (fr)	1977-10-08
FR2248269A1 (fr)	1975-05-16
JPS5064243A (fr)	1975-05-31
DE2352059B2 (de)	1975-08-21
GB1438878A (en)	1976-06-09
JPS5644067B2 (fr)	1981-10-16
IT1022898B (it)	1978-04-20

Publication	Publication Date	Title
US3900510A (en)	1975-08-19	Sulfuric acid ester of 1-aminobenzene-4-(' -hydroxyethyl-sulfone)-2-sulfonic acid, the 4-vinylsulfone compound thereof and a process for their preparation
US2018792A (en)	1935-10-29	Process for the manufacture of hydroxypyrene
KR100270403B1 (ko)	2000-12-01	이반응기형 적색 반응성 염료
US4372892A (en)	1983-02-08	Process for the preparation of 1-aminobenzene-5-β-sulfatoethylsulfone-2,4-disulfonic acid, the 5-vinylsulfone compound and the alkali salts thereof
US2865908A (en)	1958-12-23	Stilbene azo dyes
CA1266046A (fr)	1990-02-20	Methode de preparation de composes diazoiques avec un complexe de cuivre
JP2987058B2 (ja)	1999-12-06	３−アリザリンスルホン酸ナトリウムの製造方法
US4248776A (en)	1981-02-03	Symmetrical trisazo dye obtained by coupling tetrazotized 4-4'-diaminozobenzene with 2-carboxymethylamin0-8-naphthol-6-sulphonic acid
US4166069A (en)	1979-08-28	Process for the preparation of 2-methoxy-5-methylaniline-4-sulphonic acid
US2736731A (en)	1956-02-28	Dyes of the anthraquinone series which are fast to milling and process for their preparation
US1998546A (en)	1935-04-23	Acid dyestuff of the anthraquinone series and process of preparing it
US4699735A (en)	1987-10-13	Process for the preparation of 1,4-diaminoanthraquinone-2-sulfonic acid
US2795593A (en)	1957-06-11	Process for preparing alkali metal salts of 1, 4-diamino-2, 3-anthraquinone-disulfonic acid
US3299084A (en)	1967-01-17	Benzothiazolsulphonyl substituted reactive acid anthraquinone dyestuffs
US3849483A (en)	1974-11-19	Trisodium-monoaniline salt of 2-naphthol-3,6-disulfonic acid
US2122882A (en)	1938-07-05	Anthraquinone compounds and method for their preparation
US1947837A (en)	1934-02-20	New aniline-sulphonic acids
US4426334A (en)	1984-01-17	Process for isolating H acid and K acid
US3336332A (en)	1967-08-15	Method for preparing halomethyl substituted phthalocyanine sulfonic acid compounds
US2573513A (en)	1951-10-30	2-naphthyl j-acid and its method of preparation
US2124070A (en)	1938-07-19	2-naphtholsulphonic acids and their manufacture
Blus et al.	1988	Synthesis and properties of aminoarylsulphonanilidesulphonic acids
US2501831A (en)	1950-03-28	Process to produce 2, 6 dichlor-4-nitroaniline
JPH02228367A (ja)	1990-09-11	反応性染料
US1856217A (en)	1932-05-03	Wool azo dyestuffs and process of making same