GB1123094A - A process for the production of substituted 2,7-bis(phenylazc) derivatives of chromotropic acid - Google Patents

A process for the production of substituted 2,7-bis(phenylazc) derivatives of chromotropic acid

Info

Publication number
GB1123094A
GB1123094A GB1448066A GB1448066A GB1123094A GB 1123094 A GB1123094 A GB 1123094A GB 1448066 A GB1448066 A GB 1448066A GB 1448066 A GB1448066 A GB 1448066A GB 1123094 A GB1123094 A GB 1123094A
Authority
GB
United Kingdom
Prior art keywords
acid
coupling
chromotropic acid
chromotropic
bis
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
Application number
GB1448066A
Inventor
Bretislav Budesinsky
Karel Haas
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.)
Czech Academy of Sciences CAS
Original Assignee
Czech Academy of Sciences CAS
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.)
Filing date
Publication date
Application filed by Czech Academy of Sciences CAS filed Critical Czech Academy of Sciences CAS
Publication of GB1123094A publication Critical patent/GB1123094A/en
Expired legal-status Critical Current

Links

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
    • C09B33/00—Disazo and polyazo dyes of the types A->K<-B, A->B->K<-C, or the like, prepared by diazotising and coupling
    • C09B33/02—Disazo dyes
    • C09B33/04—Disazo dyes in which the coupling component is a dihydroxy or polyhydroxy compound

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

Substituted 2,7-bis-phenylazo derivatives of chromotropic acid of general formula <FORM:1123094/C4-C5/1> in which Y is an -OH, -SH, -COOH, -SO3H, -SeO2H, or -CH2N(CH2COOH)2 group, R1 and R2 which may be the same or different are H, -COOH, -SO3H, -NO2, -NHCOCH3, -N(CH3)2-N(C2H5)2 -CH3, -Cl, -Br or -F are prepared by coupling diazonium salts of formula R1R2YC6H2N2A in which A is a chloride or sulphate anion, R1R2 and Y being as above, with chromotropic acid whilst stirring at a temperature below 0 DEG C. in aqueous alkali medium at pH 10-14 in the presence of organic bases and ions of the alkali earth metals Be, Mg, Ca and Sr to form the bisazo compounds which are purified by precipitation with HCl to remove the metal ions. The organic base used may be pyridine, quinoline, trimethylamine or tetramethylammonium hydroxide used in a ratio of 1:1 to 1:5 to water. The course of the coupling reaction may be monitored by adding a sample of the coupling reaction mixture to conc. sulphuric acid when the bisazo dye is indicated by a green colour and the mono-azo dye is indicated by a blue colour.ALSO:In Examples 6, 7 and 10 the bisazo compounds of formulae <FORM:1123094/C2/1> <FORM:1123094/C2/2> <FORM:1123094/C2/3> are prepared by coupling the diazotized aminophenyl-arsenic or -stibenic acid with chromotropic acid in water and pyridine mixture in presence of calcium ions, this being followed by precipitation with concentrated hydrochloric acid.
GB1448066A 1965-04-02 1966-04-01 A process for the production of substituted 2,7-bis(phenylazc) derivatives of chromotropic acid Expired GB1123094A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CS219165 1965-04-02

Publications (1)

Publication Number Publication Date
GB1123094A true GB1123094A (en) 1968-08-14

Family

ID=5358305

Family Applications (1)

Application Number Title Priority Date Filing Date
GB1448066A Expired GB1123094A (en) 1965-04-02 1966-04-01 A process for the production of substituted 2,7-bis(phenylazc) derivatives of chromotropic acid

Country Status (6)

Country Link
AT (1) AT267017B (en)
BE (1) BE678839A (en)
CH (1) CH479679A (en)
DE (1) DE1544461A1 (en)
GB (1) GB1123094A (en)
SE (1) SE320449B (en)

Cited By (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5512246A (en) * 1989-09-21 1996-04-30 Anthony P. Russell Method and means for detecting polyhydroxyl compounds
WO2003104332A1 (en) * 2002-06-07 2003-12-18 Avecia Limited Compositions and inks containing disazo dyes
WO2006113477A3 (en) * 2005-04-19 2007-05-10 Specialty Assays Inc Use of phosphonazo iii for the measurement of calcium, magnesium and sodium in analytical samples
US7481522B2 (en) 2002-06-07 2009-01-27 Fujifilm Imaging Colorants Limited Compositions and inks containing disazo dyes
US8088097B2 (en) 2007-11-21 2012-01-03 Glumetrics, Inc. Use of an equilibrium intravascular sensor to achieve tight glycemic control
US8467843B2 (en) 2009-11-04 2013-06-18 Glumetrics, Inc. Optical sensor configuration for ratiometric correction of blood glucose measurement
US8512245B2 (en) 2008-04-17 2013-08-20 Glumetrics, Inc. Sensor for percutaneous intravascular deployment without an indwelling cannula
US8715589B2 (en) 2009-09-30 2014-05-06 Medtronic Minimed, Inc. Sensors with thromboresistant coating
US8738107B2 (en) 2007-05-10 2014-05-27 Medtronic Minimed, Inc. Equilibrium non-consuming fluorescence sensor for real time intravascular glucose measurement
US8838195B2 (en) 2007-02-06 2014-09-16 Medtronic Minimed, Inc. Optical systems and methods for ratiometric measurement of blood glucose concentration

Cited By (18)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5512246A (en) * 1989-09-21 1996-04-30 Anthony P. Russell Method and means for detecting polyhydroxyl compounds
WO2003104332A1 (en) * 2002-06-07 2003-12-18 Avecia Limited Compositions and inks containing disazo dyes
US7481522B2 (en) 2002-06-07 2009-01-27 Fujifilm Imaging Colorants Limited Compositions and inks containing disazo dyes
WO2006113477A3 (en) * 2005-04-19 2007-05-10 Specialty Assays Inc Use of phosphonazo iii for the measurement of calcium, magnesium and sodium in analytical samples
US7288414B2 (en) * 2005-04-19 2007-10-30 Specialty Assays, Inc. Use of phosphonazo III for the measurement of calcium, magnesium and sodium in analytical samples
EP1872122A2 (en) * 2005-04-19 2008-01-02 Specialty Assays, Inc. Use of phosphonazo iii for the measurement of calcium, magnesium and sodium in analytical samples
JP2008537144A (en) * 2005-04-19 2008-09-11 スペシャルティー アッセイズ，インコーポレーテッド Method using phosphonazo III for the determination of calcium, magnesium and sodium in analytical samples
EP1872122A4 (en) * 2005-04-19 2011-03-09 Specialty Assays Inc Use of phosphonazo iii for the measurement of calcium, magnesium and sodium in analytical samples
US9839378B2 (en) 2007-02-06 2017-12-12 Medtronic Minimed, Inc. Optical systems and methods for ratiometric measurement of blood glucose concentration
US8838195B2 (en) 2007-02-06 2014-09-16 Medtronic Minimed, Inc. Optical systems and methods for ratiometric measurement of blood glucose concentration
US8738107B2 (en) 2007-05-10 2014-05-27 Medtronic Minimed, Inc. Equilibrium non-consuming fluorescence sensor for real time intravascular glucose measurement
US8088097B2 (en) 2007-11-21 2012-01-03 Glumetrics, Inc. Use of an equilibrium intravascular sensor to achieve tight glycemic control
US8535262B2 (en) 2007-11-21 2013-09-17 Glumetrics, Inc. Use of an equilibrium intravascular sensor to achieve tight glycemic control
US8979790B2 (en) 2007-11-21 2015-03-17 Medtronic Minimed, Inc. Use of an equilibrium sensor to monitor glucose concentration
US8512245B2 (en) 2008-04-17 2013-08-20 Glumetrics, Inc. Sensor for percutaneous intravascular deployment without an indwelling cannula
US8715589B2 (en) 2009-09-30 2014-05-06 Medtronic Minimed, Inc. Sensors with thromboresistant coating
US8700115B2 (en) 2009-11-04 2014-04-15 Glumetrics, Inc. Optical sensor configuration for ratiometric correction of glucose measurement
US8467843B2 (en) 2009-11-04 2013-06-18 Glumetrics, Inc. Optical sensor configuration for ratiometric correction of blood glucose measurement

Also Published As

Publication number Publication date
SE320449B (en) 1970-02-09
BE678839A (en) 1966-09-16
AT267017B (en) 1968-12-10
DE1544461A1 (en) 1970-04-02
CH479679A (en) 1969-10-15

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