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CAS No. : | 123637-77-4 | MDL No. : | |
Formula : | C10H7BrClN | Boiling Point : | - |
Linear Structure Formula : | - | InChI Key : | - |
M.W : | 256.53 | Pubchem ID : | - |
Synonyms : |
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Signal Word: | Class: | ||
Precautionary Statements: | UN#: | ||
Hazard Statements: | Packing Group: |
* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
92% | Stage #1: With hexamethylenetetramine In ethanol; water for 1 h; Heating / reflux Stage #2: With hydrogenchloride; water In ethanol at 20℃; for 0.583333 h; Heating / reflux |
The 1 :8 mixture of brominated quino lines 7.5 (3 g, 9.24 mmol, 1 equiv) and hexamethylenetetramine (3.89 g, 28 mmol, 3 equiv) were heated to reflux in 50percent aqueous ethanol (16 mL) for 1 h. After cooling to RT, water (10 mL) was added followed by the slow addition of 12N HCl (1.50 mL) over 5 min. The reaction mixture was heated to reflux for 0.5 h then cooled to RT. The reaction mixture was added to brine and extracted with DCM 4X. The collected organics were washed with brine 2X, dried (Na2SO4), filtered, and <n="101"/>concentrated. The solid was dried in vacuo to yield 2-chloro-quinoline-6-carbaldehyde 7.6 (1.63 g, 92percent) as a white solid which was used without further purification. MS: 192.00 (M+H+); 1H-NMR (DMSO-d6): .pound.(ppm) 10.17 (s, IH), 8.69 (m, IH), 8.68 (d, IH, J = 8.4 Hz), 8.21 (dd, IH, J = 9.0 Hz and 1.8 Hz), 8.09 (dd, IH, J = 8.4 Hz and 0.60 Hz), 7.75 (d, IH, J = 8.4 Hz). |