ChemicalBook CAS DataBase List 1,6-DIBROMO-2-HYDROXYNAPHTHALENE-3-CARBOXYLIC ACID

1,6-DIBROMO-2-HYDROXYNAPHTHALENE-3-CARBOXYLIC ACID synthesis

6synthesis methods

Product Name:1,6-DIBROMO-2-HYDROXYNAPHTHALENE-3-CARBOXYLIC ACID
CAS Number:1779-10-8
Molecular formula:C11H6Br2O3
Molecular Weight:345.97

92-70-6

1,6-DIBROMO-2-HYDROXYNAPHTHALENE-3-CARBOXYLIC ACID

1779-10-8

In a 1 L three-necked flask, 3-hydroxy-2-naphthalenecarboxylic acid (50 g, 0.27 mol) was dissolved in 600 mL of glacial acetic acid and stirred until completely dissolved. Another 100 mL of glacial acetic acid was taken to dilute the bromine (34 mL, 0.67 mol), and the diluted bromine solution was slowly added dropwise to the reaction solution, controlling the reaction temperature between 20-30 °C. After the dropwise addition was completed, the reaction system was heated up to 120 °C, and the reaction was refluxed for 3 hours. After the reaction was completed, the heating was stopped and the reaction solution was allowed to cool naturally to room temperature. The cooled reaction solution was slowly poured into 3000 mL of ice water, and a large amount of yellow solid was precipitated. The solid product was collected by filtration, and the filter cake was washed with water and dried in an oven to give 84 g of intermediate 2 in 91% yield.

92-70-6 Synthesis

92-70-6
438 suppliers
$10.00/10g

1779-10-8
115 suppliers
$14.00/5g

Yield: 91%

Reaction Conditions:

with bromine;acetic acid at 120; for 3 h;

Steps:

1.1 step 1:
1L three-necked flask,3-hydroxy-2-naphthoic acid (50 g, 0.27 mol)And 600 mL of glacial acetic acid, stirred and dissolved.Bromine (34 mL, 0.67 mol) was treated with 100 mLGlacial acetic acid diluted, slowly dropping into the reaction solution,Keep the temperature 20-30 ° C.After completion of the dropwise addition, the temperature was raised to 120 ° C,Reflux 3h. Stop heating,Naturally cooled to room temperature,The reaction solution was poured into 3000 mL of ice water,Precipitation of a large number of yellow solid,Filter, filter cake with water,Oven drying,To give 84 g of intermediate 2 as a solid, 91% yield.

References:

The Chinese People's Liberation Army Military Academy Of Medical Sciences Poison Pharmaceutical Institute;Zhong Wu;Li Song;Qiao Changjiang;Zhu Dianxi CN106866433, 2017, A Location in patent:Paragraph 0075; 0076; 0077