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3-Methylcatechol → 5-Hydroxyindole

HRID 867853
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 867853
[OH:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[NH:7][CH:6]=[CH:5]2.CC1C=CC=C(O)C=1O.COC1C=CC=C(O)C=1O.CC1C=CC(C)=C(O)C=1O.I([O-])(=O)(=O)=O.[Na+].[OH:46][C:47]1[CH:55]=[CH:54][CH:53]=[C:52]2[C:48]=1[CH:49]=[CH:50][NH:51]2.[NH2:56][CH2:57][CH2:58][C:59]1[CH:66]=[CH:65][C:63]([OH:64])=[C:61]([OH:62])[CH:60]=1>>[OH:46][C:47]1[CH:55]=[CH:54][CH:53]=[C:52]2[C:48]=1[CH:49]=[CH:50][NH:51]2.[OH:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[NH:7][CH:6]=[CH:5]2.[OH:64][C:63]1[CH:65]=[C:66]2[C:59]([CH:58]=[CH:57][NH:56]2)=[CH:60][CH:61]=1.[OH:62][C:61]1[CH:63]=[CH:65][CH:66]=[C:59]2[C:60]=1[NH:56][CH:57]=[CH:58]2
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Komponenten

11

Edukt 7

HCID 3403-MethylcatecholHCID 681DopamineHCID 136223-MethoxycatecholHCID 160545-HydroxyindoleHCID 754211H-indol-4-olHCID 114691143,6-Dimethylbenzene-1,2-diolHCID 23667635Sodium periodate

Produkt

4
HCID 160545-HydroxyindoleHCID 754211H-indol-4-olHCID 5245086-HydroxyindoleHCID 27376517-Hydroxyindole

Versuchsvorschrift

Mixtures of 4-hydroxyindole (0.1-10%) and 5-hydroxyindole (0.1-10%), 6-hydroxyindole (0.1-10%), or 7-hydroxyindole (0.1-10%) will give a color range from black to light auburn. 5-Hydroxyindole (0.1-10%) was found to produce progressively darker browns and, eventually, black through the addition of 3-methylcatechol (0.1-10%), 3-methoxycatechol (0.1-10%), or 3,6-dimethylcatechol (0.1-10%) followed by oxidation by sodium periodate (15%). 4-Hydroxyindole (1%) was found to produce progressively lighter colors with increasing red highlights through the addition of dopamine (2-5%) when penetration of precursors was done at high pH (9.2). Therefore a range of colors from light brown to black can be obtained through combinations of 4-hydroxyindole, 5-hydroxyindole, 6-hydroxyindole, and 7-hydroxyindole with each other or various other dye precursors. Similar results were obtained in staining skin in that a range of shades from light to dark brown can be obtained through combinations of hydroxyindoles with various other dye precursors.

Aufarbeitung

  1. customto produce progressively darker browns
  2. customto produce progressively lighter colors
  3. temperaturewith increasing red highlights

Quellen und Nachweise

ORD-Eintrag
ord-479fcc00a3ac46219fa1ab4996bf34a8
Quelldatensatz
uspto-grants-1988_10
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US04776857

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