6-Bromo-1(2H)-isoquinolinone
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6-Bromo-1(2H)-isoquinolinone
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CAS No:
82827-09-6
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Formula:
C9H6BrNO
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Chemical Name:
6-Bromo-1(2H)-isoquinolinone
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Synonyms:
1(2H)-Isoquinolinone,6-bromo-;6-Bromo-1(2H)-isoquinolinone;6-Bromoisoquinolin-1-one;6-Bromo-2H-isoquinolin-1-one;6-Bromoisoquinolin-1-ol
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CAS No:
Safety Information
P261, P264, P270, P271, P280, P301+P312, P302+P352, P304+P340, P305+P351+P338, P310, P312, P321, P330, P332+P313, P362, P403+P233, P405, P501
H302
|Danger|H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]|P261, P264, P270, P271, P280, P301+P312, P302+P352, P304+P340, P305+P351+P338, P310, P312, P321, P330, P332+P313, P362, P403+P233, P405, and P501|Aggregated GHS information provided by 2 companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
6-Bromo-1(2H)-isoquinolinone Use and Manufacturing
General procedure: To a stirred solution of commercially available 2a (100mg, 0.444 mmol) in DMF was added NaH (32 mg, 1.333 mmol) at 0 oC. After stirring for 20 min, 3-methoxybenzyl bromide (62 muL, 0.444 mmol) was added into the cooled solution. Then the reaction was transferred to RT and kept stirring for 12h. The reaction mixture was concentrated to dryness under vacuum and then partitioned between CH2Cl2 and water. The organic layer was washed with brine and dried over MgSO4. The organic phase was concentrated to dryness under vacuum and puried via a ash chromatography silica gel plate (20 × 20 cm) to afford intermediate 3a (petroleum ether/ethyl acetate, 2/1) in 45% yield as a pale yellow solid.C. 6-Bromo-1-Chloroisoquinoline 6-Bromoisoquinolin-1-one (2.54 g, 11 mmol) is converted to the title compound (2.69 g, 11 mmol) by the method described in EXAMPLE 23, Part C. 1 H NMR (CDCl3, 300 MHz) delta 8.30 (d, 1H), 8.19 (d, 1H), 8.04 (s, 1H), 7.78 (d, 1H), 7.52 (d, 1H), 7.27 (s, 1H), 6.49 (d, 1H). EI MS, M+ =241, 243.C. 6-Bromo-1-Chloroisoquinoline 6-Bromoisoquinolin-1-one (2.54 g, 11 mmol) is converted to the title compound (2.69 g, 11 mmol) by the method described in EXAMPLE 23, Part C. 1 H NMR (CDCl3, 300 MHz) delta8.30 (d, 1H), 8.19 (d, 1H), 8.04 (s, 1H), 7.78 (d, 1H), 7.52 (d, 1H), 7.27 (s, 1H), 6.49 (d, 1H). EI MS, M+ =241, 243.: 1 -(2, 6-dimethylphenyl)-3-[(E)-[3-[4-(trifluoromethoxy)phenyl]imidazo[2, 1 -a]isoquin- olin-8-yl]methyleneamino]thiourea (C-1 ). Step 1 : 6-bromo-1 -chloro-isoquinoline A stirred solution of 1.31.g
Computed Properties
Molecular Weight:224.05
XLogP3:2
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:1
Exact Mass:222.96328
Monoisotopic Mass:222.96328
Topological Polar Surface Area:29.1
Heavy Atom Count:12
Complexity:227
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
