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Basic Information
CAS No.: 1593-60-8
Name: N-Hydroxy-4-methylbenzenesulfonamide
Article Data: 12
Molecular Structure:
Molecular Structure of 1593-60-8 (N-Hydroxy-4-methylbenzenesulfonamide)
Formula: C7H9NO3S
Molecular Weight: 187.219
Synonyms: N-Hydroxy-4-toluenesulfonamide;N-hydroxyl-4-toluenesulfonamide;toluenesulfohydroxamic acid;Hydroxysulfonamide 58;N-tosyl hydroxylamine;
Density: 1.363
Melting Point: 126-128℃ (DEC.)
Boiling Point: 355.6±35.0 °C(Predicted)
PSA: 74.78000
LogP: 2.13420
Synthetic route
98-59-9

p-toluenesulfonyl chloride

1593-60-8

p-toluenesulfonylhydroxylamine

Conditions
ConditionsYield
With hydroxylamine hydrochloride; magnesium oxide In tetrahydrofuran; methanol; water at 20℃;87.5%
With hydroxylamine hydrochloride; magnesium oxide In methanol; water at 20℃; for 2h; chemoselective reaction;85%
With hydroxylamine hydrochloride; magnesium oxide In tetrahydrofuran; methanol; water at 25℃; for 2h; Inert atmosphere; Schlenk technique;85%

C26H23NO3S

1593-60-8

p-toluenesulfonylhydroxylamine

Conditions
ConditionsYield
With boron trifluoride diethyl etherate In methanol; dichloromethane at 20℃; for 4h;80%
70-55-3

toluene-4-sulfonamide

1593-60-8

p-toluenesulfonylhydroxylamine

Conditions
ConditionsYield
With water; potassium carbonate; p-toluenesulfonyl chloride In tetrahydrofuran; methanol at 0 - 20℃; for 3h;42%
66021-66-7

p-Toluolsulfonylnitrit

1593-60-8

p-toluenesulfonylhydroxylamine

Conditions
ConditionsYield
With sodium tetrahydroborate In 1,4-dioxane at 5 - 10℃; for 0.666667h;16%
98-59-9

p-toluenesulfonyl chloride

(+-)-(3ar,6ac)-octahydro-pentalene-1ξ,4ξ-diol

(+-)-(3ar,6ac)-octahydro-pentalene-1ξ,4ξ-diol

1593-60-8

p-toluenesulfonylhydroxylamine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 89 percent / pyridine / CH2Cl2 / 3 h / 20 °C
2: 80 percent / BF3*OEt2 / CH2Cl2; methanol / 4 h / 20 °C
View Scheme
536-57-2

p-toluene sulfinic acid

alkali

alkali

1593-60-8

p-toluenesulfonylhydroxylamine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 54 percent / N2O4 / CCl4; diethyl ether / 0.17 h / 0 °C
2: 16 percent / NaBH4 / dioxane / 0.67 h / 5 - 10 °C
View Scheme
399-51-9

6-fluoro-1H-indole

1593-60-8

p-toluenesulfonylhydroxylamine

1622221-69-5

6-fluoro-3-[(4-methylphenyl)thio]indole

Conditions
ConditionsYield
With 1-hydroxy-pyrrolidine-2,5-dione; iodine In butan-1-ol at 120℃; for 15h; Inert atmosphere; Sealed tube; regioselective reaction;99%
1593-60-8

p-toluenesulfonylhydroxylamine

999-97-3

1,1,1,3,3,3-hexamethyl-disilazane

81974-63-2

C10H17NO3SSi

Conditions
ConditionsYield
With <(C6H5O)PO>2NH In dichloromethane for 0.833333h; Heating;98.5%
110-87-2

3,4-dihydro-2H-pyran

1593-60-8

p-toluenesulfonylhydroxylamine

135733-20-9

O-(Tetrahydro-2H-pyran-2-yl)-N-tosylhydroxylamine

Conditions
ConditionsYield
In dichloromethane for 0.5h;98%
120-72-9

indole

1593-60-8

p-toluenesulfonylhydroxylamine

32884-74-5

3-[(4-methylphenyl)sulfanyl]-1H-indole

Conditions
ConditionsYield
With 1-hydroxy-pyrrolidine-2,5-dione; iodine In butan-1-ol at 120℃; for 15h; Catalytic behavior; Solvent; Reagent/catalyst; Inert atmosphere; Sealed tube; regioselective reaction;98%
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