4a,5,6,7-tetrahydro-2H-benzo[6,7]cyclohepta[1,2-c]pyridazin-3(4H)-one synthesis
- Product Name:4a,5,6,7-tetrahydro-2H-benzo[6,7]cyclohepta[1,2-c]pyridazin-3(4H)-one
- CAS Number:25742-87-4
- Molecular formula:C13H14N2O
- Molecular Weight:214.26
![2-(5-Oxo-6,7,8,9-Tetrahydro-5H-Benzo[7]Annulen-6-Yl)Acetic Acid](/CAS/20180808/GIF/6742-32-1.gif)
6742-32-1
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25742-87-4
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Yield:25742-87-4 84%
Reaction Conditions:
with hydrazine in ethanol; for 2 h;Product distribution / selectivity;Heating / reflux;
Steps:
6.A
SYNTHETIC PREPARATION 6; Synthesis of 4a, 5,6, 7-tetrahydro-2H-benzo[6,7]cyclohepta[c]pyridazin-3(4H)-one Compound of formula (Dd)A. A mixture of the compound of formula (Dc), 2-(5-oxo-6,7,8,9-tetrahydro- 5H-benzo[7]annulen-6-yl)acetic acid, (5.7 g, 26.1 mmol) and hydrazine hydrate (1.6 mL, 32.7 mmol) in 20 mL of ethanol was refluxed for 2 h, cooled and filtered (washed with small amount of EtOH) to give the compound of formula (Dd), 4a,5,6,7-tetrahydro- 2H-benzo[6,7]cyclohepta[c]pyridazin-3(4H)-one, as a white solid (4.7 g, 84%); 1H NMR (300 MHz, CDCI3) δ: 8.61 (bs, 1 H), 7.53-7.14 (m, 4H), 2.98-2.75 (m, 3H), 2.58 (dd, J = 15.3, 16.8 Hz, 1 H), 2.31 (dd, J = 12.0, 16.8 Hz, 1 H), 1.96-1.59 (m, 4H); LC-MS: purity: 100%; MS (m/e) : 215 (MH+).
References:
WO2008/83353,2008,A1 Location in patent:Page/Page column 125
826-73-3
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25742-87-4
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25742-81-8
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25742-87-4
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