ChemicalBook CAS DataBase List Acridine, 2,7-dibromo-

Acridine, 2,7-dibromo- synthesis

6synthesis methods

Product Name:Acridine, 2,7-dibromo-
CAS Number:1211-37-6
Molecular formula:C13H7Br2N
Molecular Weight:337.01

23043-63-2
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1211-37-6
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Yield:1211-37-6 85%

Reaction Conditions:

Stage #1: 3,6-diaminoacridinewith sulfuric acid;acetic acid;sodium nitrite at 5 - 8; for 2 h;Inert atmosphere;
Stage #2: with hydrogen bromide;copper(I) bromide in water at 20 - 64; for 2 h;

Steps:

1 Synthesis of Intermediate B-15-1

A three-necked flask equipped with a thermometer was charged with 1.1 equivalents of NaNO2, concentrated sulfuric acid, and lowered to 2 ° C under nitrogen protection. A mixture of 2,7-diaminoacridine (3.14 g, 15 mmol)Dissolved in glacial acetic acid,Slowly added dropwise to the above mixture, and then reacted at 5-8 ° C for 2 h.Then cooled to -5 ° C, a large amount of ether was added and stirring was continued at -5 ° C for 25 min.The resulting filter cake was washed with ether. The resulting solid was added with CuBr and 48% aqueous HBr at room temperature, refluxed at 64 ° C for 2 h,The resulting solid was filtered, washed with deionized water and dried. The resulting crude product was passed through a silica gel column to give compound B-15-1 (2.67 g, 85%).

References:

CN107235898,2017,A Location in patent:Paragraph 0058; 0059; 0062

260-94-6 Synthesis