ChemicalBook CAS DataBase List (4-(phenylsulfonyl)phenyl)MethanaMine

(4-(phenylsulfonyl)phenyl)MethanaMine synthesis

11synthesis methods

Product Name:(4-(phenylsulfonyl)phenyl)MethanaMine
CAS Number:94341-56-7
Molecular formula:C13H13NO2S
Molecular Weight:247.31

1H-Isoindole-1,3(2H)-dione, 2-[[4-(phenylsulfonyl)phenyl]methyl]-

102467-02-7
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94341-56-7
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$104.00/100mg

Yield:94341-56-7 94%

Reaction Conditions:

Stage #1: N-(4-benzenesulfonyl-benzyl)-phthalimidewith hydrazine in ethanol; for 3 h;Heating / reflux;
Stage #2: with sodium hydroxide in water;4-(dicyanomethylene)-2-methyl-6-(p-dimethylaminostyryl)-4H-pyran;

Steps:

16

A suspension of Compound 16d (1.56 grams, 4.14 mmol) in absolute ethanol (25 mL) was treated with hydrazine hydrate (0.52 mL, 16.56 mmol). The reaction mixture was stirred at reflux for 3 hrs. The solution was evaporated in vacuo and the crude product was dissolved in DCM (100 mL) and washed with 10% aqueous sodium hydroxide (100 mL). The aqueous layer was washed with DCM (50 mL) and the organic layers were combined and washed with water, dried (magnesium sulfate) and filtered. Evaporation of the filtrate gave 4-benzenesulfonyl-benzylamine Compound 16e (94%) as a-white solid. ¹H NMR (DMSO d₆) δ 7.92-7.86 (m, 4H), 7.60-7.51 (m, 5H), 3.92 (s, 2H), MS 248 (M+H⁺).

References:

US2006/293374,2006,A1 Location in patent:Page/Page column 25

28525-13-5 Synthesis