ChemicalBook CAS DataBase List 1-AMINO-4-BROMO-2-METHYLANTHRAQUINONE

1-AMINO-4-BROMO-2-METHYLANTHRAQUINONE synthesis

7synthesis methods

Product Name:1-AMINO-4-BROMO-2-METHYLANTHRAQUINONE
CAS Number:81-50-5
Molecular formula:C15H10BrNO2
Molecular Weight:316.15

82-28-0 Synthesis

82-28-0
90 suppliers
$40.00/25mg

81-50-5
29 suppliers
$55.00/5g

Yield:81-50-5 90%

Reaction Conditions:

with sodium hydrogen sulfate;bromine;acetic acid in water;

Steps:

I.A EXAMPLE I

A. 1-amino-2-methylanthraquinone (300 g) is slurried with 1500 ml of HOAc in a 5-liter flask. The temperature is raised to 40° C. Neat bromine (405 g) is added over 21/2 hours with stirring at 40°-50° C. The mixture is stirred for 20 additional minutes and filtered. The solids so recovered are washed with HOAc and water and sucked dry with an aspirator and transferred to a reaction flask along with 150 g of NaHSO₃ and 1.5 liters of water. The mixture is gradually heated to 90° C. (over two hours) with stirring to give 1-amino-2-methyl-4-bromoanthraquinone as a solid which is recovered from the reaction mixture by filtration in 90% yield, rinsed with water and dried overnight at 155° C. and 1 mm Hg absolute vacuum. It will be appreciated that chlorine or iodine could be substituted for bromine in this reaction if desired. STR24

References:

US4279662,1981,A