| Identification | More | [Name]
2-AMINO-5-FLUOROBENZAMIDE | [CAS]
63069-49-8 | [Synonyms]
2-AMINO-5-FLUOROBENZAMIDE
5-FLUOROANTHRANILAMIDE
2-Amino-5-fluorobenzamide 97%
2-Amino-5-fluorobenzamide97% | [Molecular Formula]
C7H7FN2O | [MDL Number]
MFCD03428522 | [Molecular Weight]
154.14 | [MOL File]
63069-49-8.mol |
| Chemical Properties | Back Directory | [Melting point ]
143-148℃ | [Boiling point ]
259.3±25.0 °C(Predicted) | [density ]
1.344±0.06 g/cm3(Predicted) | [storage temp. ]
Keep in dark place,Inert atmosphere,Room temperature | [form ]
Crystalline | [pka]
15.23±0.50(Predicted) | [color ]
Off-white | [InChI]
InChI=1S/C7H7FN2O/c8-4-1-2-6(9)5(3-4)7(10)11/h1-3H,9H2,(H2,10,11) | [InChIKey]
RHJMYIPLYKQZJM-UHFFFAOYSA-N | [SMILES]
C(N)(=O)C1=CC(F)=CC=C1N | [CAS DataBase Reference]
63069-49-8(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection . | [Hazard Note ]
Irritant | [HS Code ]
2924297099 |
| Hazard Information | Back Directory | [Uses]
2-Amino-5-fluoro-benzamide?is a useful reagent to prepare various quinazolinones including the enantioselective synthesis of fluoro-dihydroquinazolones and -benzooxazinones. | [Synthesis]
General procedure for the synthesis of 2-amino-5-fluorobenzamide from 2-amino-5-fluorobenzoic acid: A solution of 2-amino-5-fluorobenzoic acid (3 g, 19.34 mmol) in tetrahydrofuran (64.5 mL) was added to a round-bottomed flask, and a toluene solution of 20% phosgene (11.2 mL, 21.3 mmol) was slowly added dropwise. The reaction mixture was stirred at room temperature for 18 h. The mixture was subsequently cooled to 0 °C and concentrated ammonium hydroxide solution (27.9 mL, 193 mmol) was carefully added. The mixture was gradually warmed to room temperature and stirring was continued for 1 hour. After completion of the reaction, the organic phase was diluted with ethyl acetate, washed sequentially with aqueous dipotassium hydrogen phosphate and saturated brine, dried over anhydrous sodium sulfate and concentrated to give the white solid product 2-amino-5-fluorobenzamide (2.46 g, 82% yield). Mass spectral data: M(C7H7FN2O) = 154.14, (M + H - NH3)+ = 138. | [References]
[1] Patent: US2008/182852, 2008, A1. Location in patent: Page/Page column 28
[2] Molecules, 2017, vol. 22, # 2,
[3] Patent: WO2018/125961, 2018, A1. Location in patent: Page/Page column 77
[4] Journal of Medicinal Chemistry, 2000, vol. 43, # 23, p. 4479 - 4487
[5] Patent: US6479499, 2002, B1 |
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