Sulfuric Acid → HCID 20082258, compound

HRID 1609691Notes

Reaction equation

[Br:1]Br.[C:3]1([NH:19][C:20]2[CH:28]=[CH:27][CH:26]=[CH:25][C:21]=2[C:22]([OH:24])=[O:23])[C:16]2[C:15](=[O:17])[C:14]3[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=3)[C:8](=[O:18])[C:7]=2[CH:6]=[CH:5][CH:4]=1.S(=O)(=O)(O)O>>[Br:1][C:26]1[CH:27]=[CH:28][C:20]([NH:19][C:3]2[C:16]3[C:15](=[O:17])[C:14]4[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=4)[C:8](=[O:18])[C:7]=3[CH:6]=[CH:5][CH:4]=2)=[C:21]([CH:25]=1)[C:22]([OH:24])=[O:23]

Participants

Reactant 3

HCID 1118Sulfuric Acid

HCID 24408Bromine

HCID 88253N-Anthraquinonyl-1-anthranilic acid

Product 1

HCID 20082258HCID 20082258, compound

Procedure

which comprises first adding 1-1.5 molar equivalents of bromine to a reaction medium consisting essentially of 2-(1-anthraquinonylamino)-benzoic acid of formula II ##STR14## and 96 to 100% sulfuric acid at a temperature of 0°-25° C. to form a 5-bromo-2-(1-anthraquinonylamino)benzoic acid of the formula I ##STR15## in at least 92% absolute yield and then removing excess bromine and product hydrogen bromide and then raising the temperature to 50°-100° C.

Sources & evidence

ORD record: ord-33dbe7e6d2644bf6ac3ee2f055ab73e6
Source dataset: uspto-grants-1995_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05401846

Reaction notes

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