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ChemicalBook CAS DataBase List 6,7-dihydro-4H-pyrazolo[5,1-c][1,4]thiazine-2-carbaldehyde

6,7-dihydro-4H-pyrazolo[5,1-c][1,4]thiazine-2-carbaldehyde synthesis

2synthesis methods
(6,7-dihydro-4H-pyrazolo[5,1-c][1,4]thiazin-2-yl)methanol

623564-61-4
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6,7-dihydro-4H-pyrazolo[5,1-c][1,4]thiazine-2-carbaldehyde

623564-62-5
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Yield:623564-62-5 78%

Reaction Conditions:

with manganese(IV) oxide in chloroform; for 1 h;Heating / reflux;

Steps:

11.5

Step 5: 6. 7-Dihydro-4H-pyrazolo[5,1-c][1,4]thiazine-2-carbaldehyde; Mon02 (activated) (11.46 g) was added to the CHCI3 (135 mL) solution of (6, 7-dihydro-4H-pyrazolo [5,1-c] [1, 4] thiazin-2-yl) methanol (2.31 g) and refluxed for 1 h under a nitrogen atmosphere. The reaction mixture was filtered through a pad of Celite. The filtrate was concentrated under a reduced pressure. The residue was applied to silica gel column chromatography, then the column was eluted with n- hexane-AcOEt (1/1). The titled compound was obtained as pale yellow crystals (1. 78 g, 78%). 'H NMR (CDCI3) 8 3.15 (t, 2H, J = 5.8 Hz), 3.90 (s, 2H), 4.48 (t, 2H, J = 5.8 Hz), 6.58 (s, 1H), 9.92 (s, 1H).

References:

WO2003/93279,2003,A1 Location in patent:Page/Page column 77

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