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ChemicalBook CAS DataBase List 6,7-dihydro-2H-benzo[6,7]cyclohepta[1,2-c]pyridazin-3(5H)-one
25823-52-3

6,7-dihydro-2H-benzo[6,7]cyclohepta[1,2-c]pyridazin-3(5H)-one synthesis

6synthesis methods
25742-87-4 Synthesis
4a,5,6,7-tetrahydro-2H-benzo[6,7]cyclohepta[1,2-c]pyridazin-3(4H)-one

25742-87-4
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Yield:25823-52-3 90%

Reaction Conditions:

with copper dichloride in acetonitrile; for 2 h;Product distribution / selectivity;Heating / reflux;

Steps:

7.A

SYNTHETIC PREPARATION 7; Synthesis of 3-oxo-6,7-dihydro-5/-/-benzo[6,7]cyclohepta[1 ,2-c]pyridazineCompound of formula (De)A. A mixture of the compound of formula (Dd), 4a,5,6,7-tetrahydro-2H- benzo[6,7]cyclohepta[c]pyridazin-3(4H)-one (4.7 g, 22 mmol) and anhydrous copper(ll) chloride (6 g, 44 mmol) was refluxed in acetonitrile (45 mL) for 2 hours. After cooling to ambient temperature, the mixture was poured into ice-water (200 g) and the solid obtained was washed with 10% HCI solution twice (about 20 mLx2) and cold water twice (about 20 mLx2). After freeze-drying, the compound of formula (De), 3-oxo-6,7- dihydro-5H-benzo[6,7]cyclohepta[1 ,2-c]pyridazine (4.2 g, 90%) was obtained as a white solid, 1H NMR (300 MHz, CDCI3) δ: 10.80 (bs, 1 H), 7.53-7.21 (m, 4H), 6.77 (s, 1 H), 2.66 (t, J = 6.9 Hz, 2H), 2.45 (t, J = 6.9 Hz, 2H), 2.14 (quant, J = 6.9 Hz, 2H); LC- MS: purity: 100%; MS (m/e) : 213 (MH+).

References:

WO2008/83353,2008,A1 Location in patent:Page/Page column 126