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Product Name:5-chloro-1-Methyl-1H-benzo[d][1,3]oxazine-2,4-dione
CAS:40707-01-5
Purity:95% HPLC Package:1g,5g,10g,25g,50g,100g
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| | 5-CHLORO-1-METHYL-1H-BENZO[D][1,3]OXAZINE-2,4-DIONE Basic information |
| Product Name: | 5-CHLORO-1-METHYL-1H-BENZO[D][1,3]OXAZINE-2,4-DIONE | | Synonyms: | 2H-3,1-Benzoxazine-2,4(1H)-dione, 5-chloro-1-Methyl-;5-chloro-1-Methyl-2H-benzo[d][1,3]oxazine-2,4(1H)-dione;5-CHLORO-1-METHYL-1H-BENZO[D][1,3]OXAZINE-2,4-DIONE;5-chloro-1-methyl-3,1-benzoxazine-2,4-dione;LAQU-006;5-Chloro-1-methylbenzo[d][1,3]oxazine-2,4-dione | | CAS: | 40707-01-5 | | MF: | C9H6ClNO3 | | MW: | 211.6 | | EINECS: | | | Product Categories: | | | Mol File: | 40707-01-5.mol | ![5-CHLORO-1-METHYL-1H-BENZO[D][1,3]OXAZINE-2,4-DIONE Structure](CAS/GIF/40707-01-5.gif) |
| | 5-CHLORO-1-METHYL-1H-BENZO[D][1,3]OXAZINE-2,4-DIONE Chemical Properties |
| Melting point | 217.9-218.2 °C | | Boiling point | 344.8±44.0 °C(Predicted) | | density | 1.476±0.06 g/cm3(Predicted) | | storage temp. | under inert gas (nitrogen or Argon) at 2-8°C | | pka | -3.48±0.20(Predicted) | | Appearance | Light brown to brown Solid | | InChI | InChI=1S/C9H6ClNO3/c1-11-6-4-2-3-5(10)7(6)8(12)14-9(11)13/h2-4H,1H3 | | InChIKey | BTNWNXWHFWYONH-UHFFFAOYSA-N | | SMILES | N1(C)C2=CC=CC(Cl)=C2C(=O)OC1=O |
| | 5-CHLORO-1-METHYL-1H-BENZO[D][1,3]OXAZINE-2,4-DIONE Usage And Synthesis |
| Synthesis | General procedure for the synthesis of 5-chloro-1-methyl-1H-benzo[d][1,3]oxazine-2,4-diones from 5-chloro-1H-benzo[d][1,3]oxazine-2,4-diones and iodomethane: Iodomethane (2 mL, 4.6 mmol, 4 equiv) and N,N-diisopropylethylamine (DIPEA, 1 mL, 0.74 mol) were suspended at room temperature in N,N-dimethylacetamide (DMA, 10 mL) and stirred for 10 min. Subsequently, 5-chloroisatoic anhydride (200 mg, 1.01 mmol, 1 eq.) was added and the reaction mixture was stirred at 40 °C for 5 hours. Upon completion of the reaction, the resulting product 5-chloro-1-methyl-1H-benzo[d][1,3]oxazine-2,4-dione was collected by filtration and washed with distilled water to give the pure product (150 mg, 70% yield). The melting point of the product was 224 °C. Infrared spectra (KBr) showed characteristic absorption peaks υ1774, 1716, 1593 cm^-1. 1H NMR (DMSO-d6, 300 MHz) δ 7.78 (t, J = 8.1 Hz, 1H), 7.42 (m, 2H), 3.45 (s, 3H). Elemental analysis results: calculated values for C9H6ClNO3: C, 51.08; H, 2.86; Cl, 16.75; N, 6.62; O, 22.68. measured values: C, 51.12; H, 2.36; Cl, 16.71; N, 6.58. | | References | [1] Organic Process Research and Development, 2007, vol. 11, # 4, p. 674 - 680
[2] Journal of Heterocyclic Chemistry, 2016, vol. 53, # 2, p. 437 - 440
[3] European Journal of Medicinal Chemistry, 2011, vol. 46, # 1, p. 1 - 10
[4] Monatshefte fur Chemie, 2016, vol. 147, # 6, p. 1069 - 1079
[5] Journal of Medicinal Chemistry, 2004, vol. 47, # 8, p. 2075 - 2088 |
| | 5-CHLORO-1-METHYL-1H-BENZO[D][1,3]OXAZINE-2,4-DIONE Preparation Products And Raw materials |
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