2-BROMO-6-BROMOQUINOLINE synthesis
- Product Name:2-BROMO-6-BROMOQUINOLINE
- CAS Number:77514-31-9
- Molecular formula:C9H5Br2N
- Molecular Weight:286.95
6563-11-7
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77514-31-9
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Yield:77514-31-9 70.5%
Reaction Conditions:
Stage #1: 6-bromoquinoline-N-oxidewith benzoyl chloride;sodium hydroxide in dichloromethane;water at 5;Reflux;
Stage #2: with phosphorus(V) oxybromide in toluene;Schlenk technique;Inert atmosphere;Reflux;
Steps:
Synthesis of 2,6-dibromoquinoline (3)
To a round bottom flask was charged 6-bromoquinoline N-oxide (2) (1.27g, 5.7mmol) and sodium hydroxide (0.44g, 11.0mmol) in water (12.0mL) and CH2Cl2 (6.0mL), benzoyl chloride (8.5mmol, 1.0mL) was added slowly to the vigorously stirred mixture [15]. A reflux was observed when the addition was nearly completed. Then the flask was then cooled to 5°C with ice-bath, and addition was resumed. After 1h stirring, the precipitate was filtered off, rinsed well with water (50mL) and CH2Cl2 (50mL) respectively, then dried in the air, white product was obtained.
References:
Wang, Danfeng;Liu, Rui;Chen, Chen;Wang, Shifan;Chang, Jin;Wu, Chunhui;Zhu, Hongjun;Waclawik, Eric R. [Dyes and Pigments,2013,vol. 99,# 1,p. 240 - 249]
5332-25-2
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1810-66-8
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$10.00/250mg
77514-31-9
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106-40-1
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$12.00/5g
77514-31-9
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16717-25-2
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$106.04/50mgs:
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77514-31-9
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