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3-aminonaphthalene-1-sulfonic acid → HCID 178507492, compound

HRID 1593345
Notes
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Reaction equation

HRID 1593345 reaction equation
[N+]([C:4]1[CH:9]=[CH:8][CH:7]([CH:10]=[CH:11][C:12]2[CH:17]=[CH:16][C:15](N)=[CH:14][CH:13]=2)[C:6](S(O)(=O)=O)(S(O)(=O)=O)[CH:5]=1)([O-])=O.[NH2:27]C1C=C(S(O)(=O)=O)C2C(C=1)=CC=CC=2.[NH:42]1[CH:46]=[CH:45][N:44]=[N:43]1>>[NH2:27][C:6]1[CH:5]=[CH:4][CH:9]=[CH:8][C:7]=1[CH:10]=[CH:11][C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1.[NH:42]1[CH:46]=[CH:45][N:44]=[N:43]1
ParticipantsProcedureSources & evidenceReaction notes

Participants

4

Reactant 3

HCID 30911263-aminonaphthalene-1-sulfonic acidHCID 131726475HCID 131726475, compoundHCID 178418936HCID 178418936, compound2×

Product 1

HCID 178507492HCID 178507492, compound

Procedure

Diazotized 4-nitro-4′-aminostilbene-2,2-disulfonic acid and 3-aminonaphthalene-1-sulfonic acid were subjected to coupling. The resultant was turned into a triazole, and a nitro group of the triazole was reduced to an amino group by means of a conventionally known method to produce aminostilbene-triazole. Aminostilbene-triazole was dissolved into water, and sodium nitrite and hydrochloric acid were added dropwise to the solution to perform diazotization. The resultant was added dropwise to an aqueous solution of a compound represented by Compound (1) below, and the whole was subjected to coupling, followed by dialysis with sodium chloride. The compound was diazotized with an aqueous solution of sodium nitrite, and was turned into a triazole by adding an aqueous solution of 6-aminonaphthalene-2-sulfonic acid. The triazole was dialyzed with sodium chloride to prepare a coloring material (sodium salt) represented by the general formula (I).

Sources & evidence

ORD record
ord-b4cb61b2dbef4e938af1e8a6c5c34b73
Source dataset
uspto-grants-2007_11
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US07297199B2

Reaction notes

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On this pageParticipantsProcedureSources & evidenceReaction notes