N-(5-Methoxy-2-phenoxyphenyl)methanesulfonamide

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Products Intro: Product Name:MethanesulfonaMide, N-(5-Methoxy-2-phenoxyphenyl)-
CAS:123664-84-6
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CAS:123664-84-6
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Products Intro: Product Name:MethanesulfonaMide, N-(5-Methoxy-2-phenoxyphenyl)-
CAS:123664-84-6
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CAS:123664-84-6
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Products Intro: Product Name:N-(5-Methoxy-2-phenoxyphenyl)methanesulfonamide
CAS:123664-84-6
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N-(5-Methoxy-2-phenoxyphenyl)methanesulfonamide Basic information
Product Name:N-(5-Methoxy-2-phenoxyphenyl)methanesulfonamide
Synonyms:MethanesulfonaMide, N-(5-Methoxy-2-phenoxyphenyl)-;Iguratimod Impurity 7;MethanesulfonaMide, N-(5-Methoxy-2-phenoxyphenyl)- Iguratimod Impurity 7;N-(5-Methoxy-2-phenoxyphenyl);N-(5-Methoxy-2-Phenoxyphenyl)methanesulfonamide;Eramod Impurity 4;N-(5-Methoxy-2-phenoxyphenyl)methanesulfonamide (Aimolade intermediate 3)
CAS:123664-84-6
MF:C14H15NO4S
MW:293.34
EINECS:
Product Categories:1
Mol File:123664-84-6.mol
N-(5-Methoxy-2-phenoxyphenyl)methanesulfonamide Structure
N-(5-Methoxy-2-phenoxyphenyl)methanesulfonamide Chemical Properties
Boiling point 411.4±55.0 °C(Predicted)
density 1.306±0.06 g/cm3(Predicted)
storage temp. Sealed in dry,Room Temperature
pka8.07±0.10(Predicted)
AppearanceLight brown to brown Solid
InChIInChI=1S/C14H15NO4S/c1-18-12-8-9-14(13(10-12)15-20(2,16)17)19-11-6-4-3-5-7-11/h3-10,15H,1-2H3
InChIKeyHKQJXMJGWKDFTA-UHFFFAOYSA-N
SMILESCS(NC1=CC(OC)=CC=C1OC1=CC=CC=C1)(=O)=O
Safety Information
MSDS Information
N-(5-Methoxy-2-phenoxyphenyl)methanesulfonamide Usage And Synthesis
Synthesis
5-Methoxy-2-phenoxyaniline

76838-72-7

Methanesulfonyl chloride

124-63-0

N-(5-Methoxy-2-phenoxyphenyl)methanesulfonamide

123664-84-6

(4) Dissolve 10.0 g of 3-amino-4-phenoxyanisole in 50 mL of pyridine. Under cooling conditions in an ice bath, 5.59 g of methanesulfonyl chloride was added slowly dropwise for a controlled time of 10 minutes. The reaction mixture was stirred continuously at 20°C to 25°C for 1 hour. Subsequently, the reaction mixture was poured into a mixture consisting of 200 ml of ethyl acetate and 100 ml of water. The organic layer was separated and washed sequentially with three 100-mL portions of 2N hydrochloric acid and saturated aqueous sodium chloride. After separation of the organic layer, it was dried with anhydrous magnesium sulfate and the solvent was removed by distillation under reduced pressure. The resulting crude product was recrystallized by isopropanol to give 12.5 g (yield: 91.9%) of N-(5-methoxy-2-phenoxyphenyl)methanesulfonamide with a melting point of 109.5°C to 111°C. IR (KBr, cm-1): 3250, 1610, 1585, 1480, 1320, 1220, 1150. nMR (CDCl3) δ: 2.94 (3H, s), 3.81 (3H, s), 6.36-7.43 (9H, m).

References[1] Patent: US4954518, 1990, A
[2] Chemical and Pharmaceutical Bulletin, 2000, vol. 48, # 1, p. 131 - 139
N-(5-Methoxy-2-phenoxyphenyl)methanesulfonamide Preparation Products And Raw materials
Raw materials5-Methoxy-2-phenoxyaniline-->Methanesulfonyl chloride-->Ethyl acetate-->Hydrochloric acid-->Pyridine-->Water
Preparation ProductsIguratimod Impurity 3
Tag:N-(5-Methoxy-2-phenoxyphenyl)methanesulfonamide(123664-84-6) Related Product Information
2-Chloro-5-methoxyaniline Iguratimod Iguratimod Impurity 14 Iguratimod Impurity MethanesulfonaMide, N-[4-[2-(forMylaMino)acetyl]-5-Methoxy-2-phenoxyphenyl]- Phenyl methanesulfonate Iguratimod Impurity 11 MethanesulfonaMide, N-[4-[2-(forMylaMino)acetyl]-5-hydroxy-2-phenoxyphenyl]- Iguratimod Iguratimod Impurity 10 Iguratimod Iguratimod Impurity 5 5-Methoxy-2-phenoxyaniline Methanesulfonyl chloride Iguratimod Impurity 2 Phenol N-(4-(2-aminoacetyl)-5-methoxy-2-phenoxyphenyl)methanesulfonamide hydrochloride 4-Chloro-3-nitroanisole