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primuline

Structure via PubChem · Public domain (PubChem)

EntityQ7243701· pop 11· linked from 7 articles

Also known as NSC143368, C.I. Direct Yellow 59, monosodium salt, NSC 143368, Sodium 2'-(4-aminophenyl)-6-methyl(2,6'-bibenzothiazole)-7-sulphonate, C.I. 49000, direct yellow 59, Carnotine

Primuline is a dye containing the benzothiazole ring system. Primuline itself is also known as Direct yellow 59 or C.I. 49000.

Chemical data

Formula
C21H14N3NaO3S3
Molecular weight
475.5 g/mol
IUPAC name
sodium 2-[2-(4-aminophenyl)-1,3-benzothiazol-6-yl]-6-methyl-1,3-benzothiazole-7-sulfonate

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Wikidata facts

Mass
475.009
Show 3 more facts
chemical formula
C₂₁H₁₄N₃NaO₃S₃
canonical SMILES
CC1=C(C2=C(C=C1)N=C(S2)C3=CC4=C(C=C3)N=C(S4)C5=CC=C(C=C5)N)S(=O)(=O)[O-].[Na+]
Commons category
Primuline
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Primuline is a dye containing the benzothiazole ring system. Primuline itself is also known as Direct yellow 59 or C.I. 49000.

The primulines are considered derivatives of dehydrothiotoluidine (aminobenzenyltoluylmercaptan), which is obtained when para-toluidine is heated with sulfur for eighteen hours at 180–190 °C and then for a further six hours at 200–220 °C Dehydrothiotoluidine is not itself a dye-stuff, but if the heating is carried out at a higher temperature in the presence of more sulfur, then a base is formed, which gives primuline yellow upon sulfonation.

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