Cyanuric chloride → Anthraquinone

HRID 1110951Notes

Reaction equation

HRID 1110951 reaction equation
N[C:2]1[C:15]2[C:14](=[O:16])[C:13]3[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=3)[C:7](=[O:17])[C:6]=2[C:5](NC2C=CC(CN)=CC=2S(O)(=O)=O)=[CH:4][C:3]=1S(O)(=O)=O.N1C(Cl)=NC(Cl)=NC=1Cl>>[CH:9]1[C:8]2[C:7](=[O:17])[C:6]3[C:15](=[CH:2][CH:3]=[CH:4][CH:5]=3)[C:14](=[O:16])[C:13]=2[CH:12]=[CH:11][CH:10]=1

Participants

3

Reactant 2

HCID 7954Cyanuric chlorideHCID 18983184HCID 18983184, compound2×

Product 1

HCID 6780Anthraquinone

Procedure

1-Amino-4-(4'-Aminomethyl-2'-sulfoanilino)anthraquinone-2-sulfonic acid (27.3 parts), cyanuric chloride (9.3 parts) and 1-aminobenzene-3-β-sulfatoethylsulfone (14.1 parts) were subjected to condensation in an aqueous medium one after another in a usual manner. Successively, the resulting condensate was further subjected to condensation with 1-amino-4-(4'-aminomethyl-2'-sulfoanilino)anthraquinone-2-sulfonic acid (24.5 parts) at 60° to 70° C. under a weak acid condition, and thereafter, the reaction mixture was salted-out to separate crystals, thereby obtaining an anthraquinone compound of the following formula in the free acid form. ##STR512##

Workup

  1. customto separate crystals

Sources & evidence

ORD record
ord-6783f37acf714e51890cce0ffa1665df
Source dataset
uspto-grants-1990_12
Patent number
US04977261

Reaction notes

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