Sodium Hydroxide → 6-(6-Morpholin-4-yl-4-oxo-4H-pyran-2-yl)-thianthrene-2-carboxylate sodium salt

HRID 33787Notes

Reaction equation

C[O:2][C:3]([C:5]1[CH:18]=[CH:17][C:16]2[S:15][C:14]3[C:9](=[CH:10][CH:11]=[CH:12][C:13]=3[C:19]3[O:20][C:21]([N:26]4[CH2:31][CH2:30][O:29][CH2:28][CH2:27]4)=[CH:22][C:23](=[O:25])[CH:24]=3)[S:8][C:7]=2[CH:6]=1)=[O:4].[OH-].[Na+:33]>CO>[Na+:33].[N:26]1([C:21]2[O:20][C:19]([C:13]3[CH:12]=[CH:11][CH:10]=[C:9]4[C:14]=3[S:15][C:16]3[CH:17]=[CH:18][C:5]([C:3]([O-:4])=[O:2])=[CH:6][C:7]=3[S:8]4)=[CH:24][C:23](=[O:25])[CH:22]=2)[CH2:31][CH2:30][O:29][CH2:28][CH2:27]1

Participants

Conditions

Temperature: 80 °C

Procedure

6-(6-Morpholin-4-yl-4-oxo-4H-pyran-2-yl)-thianthrene-2-carboxylic acid methyl ester (1.1 g, 2.43 mmol) and NaOH Pellets (97 mg, 2.43 mmol) were dissolved in methanol (40 ml). The brown suspension was heated to 80° C. under N2 for 24 hours. The solvent was removed in vacuo and the residue was triturated with diethyl ether. The product was collected by filtration as a fine dark brown powder (1.11 g, 99%). m/z (LC-MS, ESP), RT=3.90 min, (M++1)=438

Workup

customThe solvent was removed in vacuo
customthe residue was triturated with diethyl ether
filtrationThe product was collected by filtration as a fine dark brown powder (1.11 g, 99%)

Sources & evidence

ORD record: ord-fa74d4a853d64974bcdb884d55c1251c
Source dataset: uspto-grants-2008_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07429660B2

Reaction notes

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