Identification | Back Directory | [Name]
2,6-Difluoro-3-(propylsulfonaMido)benzoic acid | [CAS]
1103234-56-5 | [Synonyms]
Vemurafenib Impurity 2 2,6-Difluoro-3-(propylsulfonamido) Difluoro-3-(propylsulfonaMido)benzoic acid 2,6-Difluoro-3-(propylsulfonaMido)benzoic acid 2,6-difluoro-3-[(propylsulfonyl)aMino]Benzoic acid 2,6-Difluoro-3-[(propylsulphonyl)amino]benzoic acid 2,6-difluoro-3-(propane-1-sulfonylamino)benzoic acid Benzoic acid, 2,6-difluoro-3-[(propylsulfonyl)amino]- N-(3-Carboxy-2,4-difluorophenyl)propane-1-sulphonamide 2,6-Difluoro-3-[(propylsulphonyl)amino]benzoic acid 99% 2,6-Difluoro-3-[[(propan-1-yl)sulfonyl]amino]benzoic acid 2,6-Difluoro-3-(propylsulfonamido)benzoic acid
2,6-Difluoro-3-[[(propan-1-yl)sulfonyl]amino]benzoic acid | [EINECS(EC#)]
700-740-0 | [Molecular Formula]
C10H11F2NO4S | [MDL Number]
MFCD18157658 | [MOL File]
1103234-56-5.mol | [Molecular Weight]
279.26 |
Chemical Properties | Back Directory | [Melting point ]
205~208℃ | [Boiling point ]
394.5±52.0 °C(Predicted) | [density ]
1.518 | [storage temp. ]
Sealed in dry,Room Temperature | [pka]
2.11±0.10(Predicted) | [Appearance]
Off-white to pink Solid | [InChI]
InChI=1S/C10H11F2NO4S/c1-2-5-18(16,17)13-7-4-3-6(11)8(9(7)12)10(14)15/h3-4,13H,2,5H2,1H3,(H,14,15) | [InChIKey]
RTAWCKGXCGSFJI-UHFFFAOYSA-N | [SMILES]
C(O)(=O)C1=C(F)C=CC(NS(CCC)(=O)=O)=C1F |
Hazard Information | Back Directory | [Synthesis]
Example C: Synthesis of 2,6-difluoro-3-(propylsulfonamido)benzoic acid
An aqueous 1N NaOH solution (150 mL, 150 mmol) was added to a 4:1 THF/MeOH (250 mL, 0.2 M) solution of methyl 2,6-difluoro-3-(N-propylsulfonyl)benzoate (20.0 g, 50.1 mmol). The reaction mixture was stirred at room temperature overnight. Most of the organic solvent was removed under vacuum (water bath temperature 35 °C). To the residue, 1N HCl (150 mL) was slowly added, and the resulting solid was filtered and washed with water (4 x 50 mL). Subsequently, the solid was washed with ether (4 x 15 mL) to afford 2,6-difluoro-3-(propylsulfonamido)benzoic acid as a white solid (10.7 g, 77% yield).
1H NMR (400 MHz, d6-DMSO) δ 9.74 (s, 1H), 7.57-7.50 (m, 1H), 7.23-7.17 (m, 1H), 3.11-3.06 (m, 2H), 1.79-1.69 (m, 2H), 0.98 (t, J = 7.4 Hz, 3H).
m/z (APCI-neg) M-1 = 278.0. | [References]
[1] Patent: WO2011/25938, 2011, A2. Location in patent: Page/Page column 52 [2] Patent: WO2011/25940, 2011, A1. Location in patent: Page/Page column 57-58 [3] Patent: WO2011/25947, 2011, A1. Location in patent: Page/Page column 40 [4] Patent: WO2011/25965, 2011, A1. Location in patent: Page/Page column 38 [5] Patent: WO2011/25951, 2011, A1. Location in patent: Page/Page column 31-32 |
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