DE281050C - - Google Patents

Info

Publication number

DE281050C

DE281050C DENDAT281050D DE281050DA DE281050C DE 281050 C DE281050 C DE 281050C DE NDAT281050 D DENDAT281050 D DE NDAT281050D DE 281050D A DE281050D A DE 281050DA DE 281050 C DE281050 C DE 281050C

Authority

DE

Germany

Prior art keywords

indigo

oxidation

parts

product

permanganate

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.)

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• 235000000177 Indigofera tinctoria Nutrition 0.000 claims description 12
• 229940097275 indigo Drugs 0.000 claims description 12
• COHYTHOBJLSHDF-UHFFFAOYSA-N indigo powder Natural products N1C2=CC=CC=C2C(=O)C1=C1C(=O)C2=CC=CC=C2N1 COHYTHOBJLSHDF-UHFFFAOYSA-N 0.000 claims description 12
• JXDYKVIHCLTXOP-UHFFFAOYSA-N isatin Chemical compound C1=CC=C2C(=O)C(=O)NC2=C1 JXDYKVIHCLTXOP-UHFFFAOYSA-N 0.000 claims description 8
• 230000007935 neutral effect Effects 0.000 claims description 4
• 239000007900 aqueous suspension Substances 0.000 claims description 3
• 238000000034 method Methods 0.000 claims description 3
• 238000006467 substitution reaction Methods 0.000 claims description 2
• 230000004048 modification Effects 0.000 claims 1
• 238000012986 modification Methods 0.000 claims 1
• 230000003647 oxidation Effects 0.000 description 13
• 238000007254 oxidation reaction Methods 0.000 description 13
• 239000000047 product Substances 0.000 description 12
• 238000002844 melting Methods 0.000 description 6
• 230000008018 melting Effects 0.000 description 6
• XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 5
• PCKPVGOLPKLUHR-UHFFFAOYSA-N indoxyl Chemical group C1=CC=C2C(O)=CNC2=C1 PCKPVGOLPKLUHR-UHFFFAOYSA-N 0.000 description 4
• 239000012286 potassium permanganate Substances 0.000 description 4
• IYPVIOXAYRCAOB-UHFFFAOYSA-N 2-(3-oxoindol-2-yl)indol-3-one Chemical compound C1=CC=C2C(=O)C(C=3C(C4=CC=CC=C4N=3)=O)=NC2=C1 IYPVIOXAYRCAOB-UHFFFAOYSA-N 0.000 description 3
• CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 3
• 239000000203 mixture Substances 0.000 description 3
• 239000000243 solution Substances 0.000 description 3
• 239000008096 xylene Substances 0.000 description 3
• HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 2
• QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
• RWZYAGGXGHYGMB-UHFFFAOYSA-N anthranilic acid Chemical compound NC1=CC=CC=C1C(O)=O RWZYAGGXGHYGMB-UHFFFAOYSA-N 0.000 description 2
• 239000007795 chemical reaction product Substances 0.000 description 2
• NUJOXMJBOLGQSY-UHFFFAOYSA-N manganese dioxide Chemical compound O=[Mn]=O NUJOXMJBOLGQSY-UHFFFAOYSA-N 0.000 description 2
• BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 description 2
• 239000007800 oxidant agent Substances 0.000 description 2
• OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 description 1
• QIGBRXMKCJKVMJ-UHFFFAOYSA-N Hydroquinone Chemical compound OC1=CC=C(O)C=C1 QIGBRXMKCJKVMJ-UHFFFAOYSA-N 0.000 description 1
• 239000003513 alkali Substances 0.000 description 1
• 239000012670 alkaline solution Substances 0.000 description 1
• 230000015572 biosynthetic process Effects 0.000 description 1
• 239000003795 chemical substances by application Substances 0.000 description 1
• 239000013078 crystal Substances 0.000 description 1
• CMSRLFLXFXUENW-UHFFFAOYSA-L disodium;2-(3-oxido-1h-indol-2-yl)-1h-indol-3-olate Chemical compound [Na+].[Na+].N1C2=CC=CC=C2C([O-])=C1C1=C([O-])C2=CC=CC=C2N1 CMSRLFLXFXUENW-UHFFFAOYSA-L 0.000 description 1
• GRWZHXKQBITJKP-UHFFFAOYSA-L dithionite(2-) Chemical compound [O-]S(=O)S([O-])=O GRWZHXKQBITJKP-UHFFFAOYSA-L 0.000 description 1
• 230000007717 exclusion Effects 0.000 description 1
• 235000019253 formic acid Nutrition 0.000 description 1
• 210000000056 organ Anatomy 0.000 description 1
• 230000001590 oxidative effect Effects 0.000 description 1
• 239000000843 powder Substances 0.000 description 1
• 238000002360 preparation method Methods 0.000 description 1
• 238000001953 recrystallisation Methods 0.000 description 1
• MLCPSWPIYHDOKG-BUHFOSPRSA-N trans-isoindigo Natural products O=C\1NC2=CC=CC=C2C/1=C1/C2=CC=CC=C2NC1=O MLCPSWPIYHDOKG-BUHFOSPRSA-N 0.000 description 1

Cited By (3)