Product Name

  • Name

    Tosyl azide

  • EINECS 213-381-5
  • CAS No. 941-55-9
  • Article Data39
  • CAS DataBase
  • Density ~0.90 g/mL at 20 °C
  • Solubility Dissolved in most organic solvents
  • Melting Point 22 °C
  • Formula C7H7N3O2S
  • Boiling Point
  • Molecular Weight 197.217
  • Flash Point 4℃
  • Transport Information
  • Appearance white crystal
  • Safety 16-35
  • Risk Codes 5
  • Molecular Structure Molecular Structure of 941-55-9 (Tosyl azide)
  • Hazard Symbols FlammableF
  • Synonyms p-Toluenesulfonylazide (6CI,7CI,8CI);4-Methylbenzenesulfonyl azide;Azido-p-toluenesulfonic acid;NSC 138649;Tosylazide;p-Methylphenylsulfonyl azide;p-Toluenesulfonazide;p-Toluenesulfonic acid azide;p-Tolylsulfonyl azide;p-Tosyl azide;
  • PSA 92.27000
  • LogP 2.52756

Synthetic route

p-toluenesulfonyl chloride
98-59-9

p-toluenesulfonyl chloride

4-toluenesulfonyl azide
941-55-9

4-toluenesulfonyl azide

Conditions
ConditionsYield
With sodium azide In water; isopropyl alcohol at 20℃; for 1h;100%
With sodium azide In water; acetone at 0 - 23℃; for 17h; Inert atmosphere;100%
With sodium azide In water; acetone at 0 - 23℃; for 17h; Inert atmosphere;100%
p-toluenesulfonyl fluoride
455-16-3

p-toluenesulfonyl fluoride

4-toluenesulfonyl azide
941-55-9

4-toluenesulfonyl azide

Conditions
ConditionsYield
With trimethylsilylazide; 1,8-diazabicyclo[5.4.0]undec-7-ene In acetonitrile at 50℃; for 1.5h;98%
toluene-4-sulfonic acid
104-15-4

toluene-4-sulfonic acid

4-toluenesulfonyl azide
941-55-9

4-toluenesulfonyl azide

Conditions
ConditionsYield
Stage #1: toluene-4-sulfonic acid With trichloroisocyanuric acid; triphenylphosphine In tetrahydrofuran at 0 - 5℃; for 0.25h;
Stage #2: With sodium azide In tetrahydrofuran at 5 - 20℃; for 0.0166667h; Solvent;
97%
With sodium azide; trichloroacetonitrile; triphenylphosphine In acetonitrile at 20℃; for 3h;95%
Stage #1: toluene-4-sulfonic acid With 1-ethyl-3-methylimidazolium tetrafluoroborate; triethylamine at 0℃; for 0.0833333h;
Stage #2: With sodium azide; bis(trichloromethyl) carbonate at 0 - 25℃; for 1.5h;
89%
With sodium azide; trichloroisocyanuric acid; triphenylphosphine In tetrahydrofuran at 20℃;
toluene-4-sulfonic acid hydrazide
1576-35-8

toluene-4-sulfonic acid hydrazide

4-toluenesulfonyl azide
941-55-9

4-toluenesulfonyl azide

Conditions
ConditionsYield
With SHNC In water for 0.75h; Ambient temperature;96%
With dinitrogen tetraoxide In tetrachloromethane; acetonitrile at -20℃; for 0.166667h; Product distribution; other t;95%
With dinitrogen tetraoxide In tetrachloromethane; acetonitrile at -20℃; for 0.166667h;95%
toluene-4-sulfonamide
70-55-3

toluene-4-sulfonamide

4-toluenesulfonyl azide
941-55-9

4-toluenesulfonyl azide

Conditions
ConditionsYield
With 3-azidosulfonyl-3H-imidazole-1-ium hydrogen sulfate; potassium carbonate In water; isopropyl alcohol at 20℃; for 18h; Solvent; Concentration;90%
With sodium azide In water; acetone at 20℃; for 2h;87%
With copper(ll) sulfate pentahydrate; sodium hydrogencarbonate; perfluorobutanesulfonyl azide In methanol; diethyl ether; water at 20℃; for 6h;81%
(η5-cyclopentadienyl)(p-toluenesulfonylimido-kN-thio-kS-ethene-2-thiolato-kS)cobalt(III)

(η5-cyclopentadienyl)(p-toluenesulfonylimido-kN-thio-kS-ethene-2-thiolato-kS)cobalt(III)

A

4-toluenesulfonyl azide
941-55-9

4-toluenesulfonyl azide

B

(η(5)-cyclopentadienyl)[1,2-bis(methoxycarbonyl)ethenethiolato-κS]cobalt(III)
86543-67-1

(η(5)-cyclopentadienyl)[1,2-bis(methoxycarbonyl)ethenethiolato-κS]cobalt(III)

Conditions
ConditionsYield
In neat (no solvent) 177-178°C;A 43%
B 88%
1-(4'-methylbenzenesulfonyl)-1H-benzo[d][1.2.3]triazole
1028-19-9

1-(4'-methylbenzenesulfonyl)-1H-benzo[d][1.2.3]triazole

4-toluenesulfonyl azide
941-55-9

4-toluenesulfonyl azide

Conditions
ConditionsYield
With sodium azide; water In acetonitrile for 4h; Heating;88%
7-Methoxy-1-<(4-methylphenyl)sulfonyl>-3,4-dihydropyrrolo<4,3,2-de>quinolin-8(1H)-one
153718-76-4

7-Methoxy-1-<(4-methylphenyl)sulfonyl>-3,4-dihydropyrrolo<4,3,2-de>quinolin-8(1H)-one

A

4-toluenesulfonyl azide
941-55-9

4-toluenesulfonyl azide

B

7-Methoxy-2,4-dihydropyrrolo<4,3,2-de>quinolin-8(1H)-one
160208-44-6

7-Methoxy-2,4-dihydropyrrolo<4,3,2-de>quinolin-8(1H)-one

Conditions
ConditionsYield
With sodium azide; N,N-dimethyl-formamide at 25℃; for 4h;A n/a
B 84%
toluene-4-sulfonic acid 4-methyl-5-oxo-2,5-dihydro-furan-3-yl ester
263765-02-2

toluene-4-sulfonic acid 4-methyl-5-oxo-2,5-dihydro-furan-3-yl ester

A

4-toluenesulfonyl azide
941-55-9

4-toluenesulfonyl azide

B

4-hydroxy-3-methyl-5H-furan-2-one
516-09-6

4-hydroxy-3-methyl-5H-furan-2-one

C

4-azido-3-methyl-5H-furan-2-one

4-azido-3-methyl-5H-furan-2-one

Conditions
ConditionsYield
With sodium azide In methanol at 20℃; Substitution;A n/a
B n/a
C 20%
toluene-4-sulfonic acid 4-(3,4-dimethoxy-phenyl)-5-oxo-2,5-dihydro-furan-3-yl ester
263765-03-3

toluene-4-sulfonic acid 4-(3,4-dimethoxy-phenyl)-5-oxo-2,5-dihydro-furan-3-yl ester

A

4-toluenesulfonyl azide
941-55-9

4-toluenesulfonyl azide

B

3-(3,4-dimethoxyphenyl)-4-hydroxy-5H-furan-2-one
263764-91-6

3-(3,4-dimethoxyphenyl)-4-hydroxy-5H-furan-2-one

C

4-azido-3-(3,4-dimethoxyphenyl)-5H-furan-2-one

4-azido-3-(3,4-dimethoxyphenyl)-5H-furan-2-one

Conditions
ConditionsYield
With sodium azide In methanol at 20℃; Substitution;A n/a
B n/a
C 20%
N-tosyl dimethylketenimine
76227-58-2

N-tosyl dimethylketenimine

A

4-toluenesulfonyl azide
941-55-9

4-toluenesulfonyl azide

B

Isobutyronitrile
78-82-0

Isobutyronitrile

C

N-[1-Amino-2-methyl-prop-2-en-(Z)-ylidene]-4-methyl-benzenesulfonamide
86439-37-4

N-[1-Amino-2-methyl-prop-2-en-(Z)-ylidene]-4-methyl-benzenesulfonamide

D

C22H28N2O5S2
86439-38-5

C22H28N2O5S2

Conditions
ConditionsYield
With tris-(2-chloro-ethyl)-amine In diethyl ether Product distribution;A n/a
B n/a
C 14%
D 3%
With tris-(2-chloro-ethyl)-amine In diethyl etherA n/a
B n/a
C 14%
D 3%
N-[1-Chloro-2-methyl-prop-(Z)-ylidene]-4-methyl-benzenesulfonamide
86439-36-3

N-[1-Chloro-2-methyl-prop-(Z)-ylidene]-4-methyl-benzenesulfonamide

A

4-toluenesulfonyl azide
941-55-9

4-toluenesulfonyl azide

B

Isobutyronitrile
78-82-0

Isobutyronitrile

Conditions
ConditionsYield
With lithium azide In diethyl ether; N,N-dimethyl-formamide at -20 - 20℃; Product distribution;
p-toluenesulfonic acid hydrazide

p-toluenesulfonic acid hydrazide

4-toluenesulfonyl azide
941-55-9

4-toluenesulfonyl azide

Conditions
ConditionsYield
With acetic acid; sodium nitrite
p-toluenesulfonyl chloride
98-59-9

p-toluenesulfonyl chloride

CH2=CMeCHMeCH2X, X=Br or tosyl

CH2=CMeCHMeCH2X, X=Br or tosyl

4-toluenesulfonyl azide
941-55-9

4-toluenesulfonyl azide

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 70 percent / K2CO3 / acetone / 20 °C
2: NaN3 / methanol / 20 °C
View Scheme
4-(4-toluenesulfonyloxy)coumarin
200055-89-6

4-(4-toluenesulfonyloxy)coumarin

4-toluenesulfonyl azide
941-55-9

4-toluenesulfonyl azide

Conditions
ConditionsYield
With sodium azide In dimethyl sulfoxide for 1h;
para-thiocresol
106-45-6

para-thiocresol

4-toluenesulfonyl azide
941-55-9

4-toluenesulfonyl azide

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: N-chloro-succinimide; tetrabutyl-ammonium chloride; water / acetonitrile / 0 °C
2: sodium azide / acetonitrile / 0.75 h / 20 °C
View Scheme
Multi-step reaction with 2 steps
1: tetrabutyl-ammonium chloride; water; N-chloro-4-methylbenzenesulfonamide / acetonitrile / 0.5 h / 0 °C
2: sodium azide / acetonitrile / 0.75 h / 0 - 20 °C
View Scheme
2,4-Dinitrophenol
51-28-5

2,4-Dinitrophenol

p-toluenesulfonyl chloride
98-59-9

p-toluenesulfonyl chloride

A

4-toluenesulfonyl azide
941-55-9

4-toluenesulfonyl azide

B

1-azido-2,4-dinitrobenzene
4096-88-2

1-azido-2,4-dinitrobenzene

C

toluene-4-sulfonic acid
104-15-4

toluene-4-sulfonic acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: triethylamine / diethyl ether
2: sodium azide / dimethyl sulfoxide; water; acetonitrile / 25 °C
View Scheme
2,4-dinitrophenyl 4-methylbenzenesulfonate
742-25-6

2,4-dinitrophenyl 4-methylbenzenesulfonate

A

4-toluenesulfonyl azide
941-55-9

4-toluenesulfonyl azide

B

2,4-Dinitrophenol
51-28-5

2,4-Dinitrophenol

C

1-azido-2,4-dinitrobenzene
4096-88-2

1-azido-2,4-dinitrobenzene

D

toluene-4-sulfonic acid
104-15-4

toluene-4-sulfonic acid

Conditions
ConditionsYield
With sodium azide In water; dimethyl sulfoxide; acetonitrile at 25℃; Kinetics; Mechanism; regioselective reaction;
4-toluenesulfonyl azide
941-55-9

4-toluenesulfonyl azide

toluene-4-sulfonamide
70-55-3

toluene-4-sulfonamide

Conditions
ConditionsYield
With C36H55N2*Pd(2+)*C7H7NO2S(2-); hydrogen In benzene-d6 at 75℃; for 12h; Temperature; Time;100%
With iron(III) oxide; hydrazine hydrate In water at 120℃; for 1.5h; Inert atmosphere;99%
With D-glucose; potassium hydroxide In water at 85℃; for 0.0833333h; Green chemistry; chemoselective reaction;99%
4-toluenesulfonyl azide
941-55-9

4-toluenesulfonyl azide

(1S,3aS,6aR,9aR)-1,8,8-Trimethyl-4,7-dioxo-decahydro-cyclopenta[d]indene-5-carbaldehyde

(1S,3aS,6aR,9aR)-1,8,8-Trimethyl-4,7-dioxo-decahydro-cyclopenta[d]indene-5-carbaldehyde

C16H21N2O3(1+)*C7H8NO2S(1-)

C16H21N2O3(1+)*C7H8NO2S(1-)

Conditions
ConditionsYield
With triethylamine In dichloromethane at 18℃;100%
4-toluenesulfonyl azide
941-55-9

4-toluenesulfonyl azide

C24H30O2P2

C24H30O2P2

11,17-di-tert-butyl-2-tosyltiazenyliden-3,2-12-oxadiphosphapentacyclo<11.5.1.02,11.04,10.012,16>nonadeca-4(10),5,8,14,17-pentaen-19-one

11,17-di-tert-butyl-2-tosyltiazenyliden-3,2-12-oxadiphosphapentacyclo<11.5.1.02,11.04,10.012,16>nonadeca-4(10),5,8,14,17-pentaen-19-one

Conditions
ConditionsYield
In dichloromethane-d2 at -78℃; for 144h;100%
1,4-Dihydro-1,4-dimethyl-5-(2,2-dimethylpropyliden)-5H-tetrazol
54986-16-2

1,4-Dihydro-1,4-dimethyl-5-(2,2-dimethylpropyliden)-5H-tetrazol

4-toluenesulfonyl azide
941-55-9

4-toluenesulfonyl azide

5-{2,2-dimethyl-1-{3-[(4-methylphenyl)sulfonyl]triaz-1-enyl}propyl}-1,4-dimethyl-1H-tetrazolium inner salt

5-{2,2-dimethyl-1-{3-[(4-methylphenyl)sulfonyl]triaz-1-enyl}propyl}-1,4-dimethyl-1H-tetrazolium inner salt

Conditions
ConditionsYield
In toluene at 20℃; for 1h;100%
4-toluenesulfonyl azide
941-55-9

4-toluenesulfonyl azide

thiolane-2,5-dione
3194-60-3

thiolane-2,5-dione

benzylamine
100-46-9

benzylamine

N-(4-methylphenylsulfonyl)-N'-(phenylmethyl)-butanediamide
104816-53-7

N-(4-methylphenylsulfonyl)-N'-(phenylmethyl)-butanediamide

Conditions
ConditionsYield
Stage #1: thiolane-2,5-dione; benzylamine In methanol for 0.5h;
Stage #2: 4-toluenesulfonyl azide With 2,6-dimethylpyridine In methanol for 0.5h; Further stages.;
100%
methyl 5-acetamido-2,6-anhydro-3,5-dideoxy-8,9-O-isopropylidene-4-O-(2-propynyl)-D-glycero-D-galacto-non-2-enonate
909103-59-9

methyl 5-acetamido-2,6-anhydro-3,5-dideoxy-8,9-O-isopropylidene-4-O-(2-propynyl)-D-glycero-D-galacto-non-2-enonate

4-toluenesulfonyl azide
941-55-9

4-toluenesulfonyl azide

diisopropylamine
108-18-9

diisopropylamine

methyl 5-acetamido-2,6-anhydro-3,5-dideoxy-8,9-O-isopropylidene-4-O-[3-(diisopropylamino)-3-(4-methylbenzenesulfonylimino)propoxy]-D-glycero-D-galacto-non-2-enonate
1304780-03-7

methyl 5-acetamido-2,6-anhydro-3,5-dideoxy-8,9-O-isopropylidene-4-O-[3-(diisopropylamino)-3-(4-methylbenzenesulfonylimino)propoxy]-D-glycero-D-galacto-non-2-enonate

Conditions
ConditionsYield
With copper(l) iodide In dichloromethane at 20℃; for 1h; Inert atmosphere;100%
4-toluenesulfonyl azide
941-55-9

4-toluenesulfonyl azide

methyl 3-oxo-4-phenylhexanoate

methyl 3-oxo-4-phenylhexanoate

methyl 2-diazo-3-oxo-4-phenylhexanoate

methyl 2-diazo-3-oxo-4-phenylhexanoate

Conditions
ConditionsYield
With triethylamine In acetonitrile at 20℃; for 16h;100%
4-toluenesulfonyl azide
941-55-9

4-toluenesulfonyl azide

benzyl(3S,4S)-4-(2-(4-bromophenyl)-2-oxoethyl)-3-ethynyl-1-(mesitylsulfonyl)-1,2,3,4-tetrahydroquinoline-3-carboxylate

benzyl(3S,4S)-4-(2-(4-bromophenyl)-2-oxoethyl)-3-ethynyl-1-(mesitylsulfonyl)-1,2,3,4-tetrahydroquinoline-3-carboxylate

benzyl(3R,4S)-4-(2-(4-bromophenyl)-2-oxoethyl)-1-(mesitylsulfonyl)-3-(1-tosyl-1H-1,2,3-triazol-4-yl)-1,2,3,4-tetrahydroquinoline-3-carboxylate

benzyl(3R,4S)-4-(2-(4-bromophenyl)-2-oxoethyl)-1-(mesitylsulfonyl)-3-(1-tosyl-1H-1,2,3-triazol-4-yl)-1,2,3,4-tetrahydroquinoline-3-carboxylate

Conditions
ConditionsYield
With copper(I) thiophene-2-carboxylate In dichloromethane at 20℃; for 3h;99.2%
4-toluenesulfonyl azide
941-55-9

4-toluenesulfonyl azide

ethyl 5-(2,2-dimethyl-1,1-diphenyl-1-silapropoxy)-3-oxohept-6-enoate
316380-13-9

ethyl 5-(2,2-dimethyl-1,1-diphenyl-1-silapropoxy)-3-oxohept-6-enoate

ethyl 5-(2,2-dimethyl-1,1-diphenyl-1-silapropoxy)-2-diazo-3-oxohept-6-enoate
316380-15-1

ethyl 5-(2,2-dimethyl-1,1-diphenyl-1-silapropoxy)-2-diazo-3-oxohept-6-enoate

Conditions
ConditionsYield
With triethylamine In acetonitrile Diazotization;99%
4-toluenesulfonyl azide
941-55-9

4-toluenesulfonyl azide

chloro-diphenylphosphine
1079-66-9

chloro-diphenylphosphine

C26H24N2O4PS2(1-)*Na(1+)

C26H24N2O4PS2(1-)*Na(1+)

Conditions
ConditionsYield
Stage #1: chloro-diphenylphosphine With sodium In tetrahydrofuran for 18h; Heating;
Stage #2: 4-toluenesulfonyl azide In tetrahydrofuran; acetone at 20℃; for 48h; Staudinger reaction;
99%
4-toluenesulfonyl azide
941-55-9

4-toluenesulfonyl azide

1-methylthio-4-nitro-benzene
701-57-5

1-methylthio-4-nitro-benzene

C14H14N2O4S2

C14H14N2O4S2

Conditions
ConditionsYield
With 4 A molecular sieve; chiral (CO)Ru(II)(salen) In dichloromethane at 20℃; for 24h;99%
4-toluenesulfonyl azide
941-55-9

4-toluenesulfonyl azide

methyl-phenyl-thioether
100-68-5

methyl-phenyl-thioether

S-methyl-S-phenyl-N-(p-tolylsulfonyl)sulfimide
205581-06-2, 543681-35-2, 543681-36-3

S-methyl-S-phenyl-N-(p-tolylsulfonyl)sulfimide

Conditions
ConditionsYield
With MS 4 Angstroem; bis(salicylaldehyde)ethylenediiminatocarbonylruthenium(II) In dichloromethane at 20℃;99%
With (5,10,15,20-tetrakis(pentafluorophenyl)porphyrinato)iron(III) chloride In 1,2-dichloro-ethane for 24h; Molecular sieve; Inert atmosphere; Reflux;94%
With D-glucose; cytochrome P-I263F A328V variant; NADPH In aq. phosphate buffer; dimethyl sulfoxide at 20℃; for 20h; pH=8; Reagent/catalyst; Enzymatic reaction;63%
4-toluenesulfonyl azide
941-55-9

4-toluenesulfonyl azide

4-trifluoromethylphenylacetylene
705-31-7

4-trifluoromethylphenylacetylene

diisopropylamine
108-18-9

diisopropylamine

N1,N1-diisopropyl-N2-(4-methylbenzenesulfonyl)-2-(4-trifluoromethylphenyl)acetamidine

N1,N1-diisopropyl-N2-(4-methylbenzenesulfonyl)-2-(4-trifluoromethylphenyl)acetamidine

Conditions
ConditionsYield
With copper(l) iodide In tetrahydrofuran at 20℃; for 1h;99%
4-toluenesulfonyl azide
941-55-9

4-toluenesulfonyl azide

phenylacetylene
536-74-3

phenylacetylene

1-(4-methylbenzensulfonyl)-4-phenyl-1H-1,2,3-triazole
884866-01-7

1-(4-methylbenzensulfonyl)-4-phenyl-1H-1,2,3-triazole

Conditions
ConditionsYield
With copper(I) thiophene-2-carboxylate; benzoic acid In benzene at 60℃; for 0.05h; Flow reactor;99%
With (N,N’-bis-{2,6-(di-iso-propyl)phenyl}imidazole-2-ylidene)tri-tert-butylphosphinetetrafluoroborate copper (I) In toluene at 20℃; for 15h; Reagent/catalyst; Solvent; Temperature;97%
With copper(II) acetate monohydrate; 2-amino-phenol In acetonitrile at 20℃; for 0.333333h; regioselective reaction;95%
C10H16O4

C10H16O4

4-toluenesulfonyl azide
941-55-9

4-toluenesulfonyl azide

C17H25NO7S

C17H25NO7S

Conditions
ConditionsYield
With copper(l) iodide; water; triethylamine at 25℃; for 1h;99%
4-toluenesulfonyl azide
941-55-9

4-toluenesulfonyl azide

2-ethynyl-1-nitrobenzene
16433-96-8

2-ethynyl-1-nitrobenzene

1-(4-methylbenzensulfonyl)-4-(2-nitrophenyl)-1H-1,2,3-triazole
1215090-01-9

1-(4-methylbenzensulfonyl)-4-(2-nitrophenyl)-1H-1,2,3-triazole

Conditions
ConditionsYield
With [Tpm*,BrCu(NCMe)]BF4 In chloroform at 40℃; for 72h; Inert atmosphere;99%
4-toluenesulfonyl azide
941-55-9

4-toluenesulfonyl azide

propargyl benzene
10147-11-2

propargyl benzene

4-benzyl-1-(p-tosyl)-1H-1,2,3-triazole
1078739-21-5

4-benzyl-1-(p-tosyl)-1H-1,2,3-triazole

Conditions
ConditionsYield
With copper(I) thiophene-2-carboxylate; benzoic acid In benzene at 60℃; for 0.05h; Flow reactor;99%
With copper(I) thiophene-2-carboxylate In toluene at 20℃; for 3h;75%
4-toluenesulfonyl azide
941-55-9

4-toluenesulfonyl azide

1-ethynylcyclopentanol
17356-19-3

1-ethynylcyclopentanol

1-(1-(p-tosyl)-1H-1,2,3-triazol-4-yl)cyclopentan-1-ol
1253966-26-5

1-(1-(p-tosyl)-1H-1,2,3-triazol-4-yl)cyclopentan-1-ol

Conditions
ConditionsYield
With copper(I) thiophene-2-carboxylate; benzoic acid In benzene at 60℃; for 0.05h; Flow reactor;99%
With copper(I) thiophene-2-carboxylate In toluene at 20℃; for 3h;90%
With copper(I) thiophene-2-carboxylate In toluene at 20℃; for 2h;83%
4-toluenesulfonyl azide
941-55-9

4-toluenesulfonyl azide

4-(1-phenylvinyl)morpholine
7196-01-2

4-(1-phenylvinyl)morpholine

4-methyl-N-[morpholino(phenyl)methylene]benzenesulfonamide
17260-48-9

4-methyl-N-[morpholino(phenyl)methylene]benzenesulfonamide

Conditions
ConditionsYield
In dichloromethane at 20℃; for 0.333333h;99%
4-toluenesulfonyl azide
941-55-9

4-toluenesulfonyl azide

4-methoxyphenylacetylen
768-60-5

4-methoxyphenylacetylen

4-(4-methoxyphenyl)-1-tosyl-1H-1,2,3-triazole
1078739-24-8

4-(4-methoxyphenyl)-1-tosyl-1H-1,2,3-triazole

Conditions
ConditionsYield
With copper(I) thiophene-2-carboxylate; benzoic acid In benzene at 60℃; for 0.05h; Flow reactor;99%
With copper(II) acetate monohydrate; 2-amino-phenol In acetonitrile at 20℃; for 0.5h; regioselective reaction;96%
With (N,N’-bis-{2,6-(di-iso-propyl)phenyl}imidazole-2-ylidene)tri-tert-butylphosphinetetrafluoroborate copper (I) In toluene at 20℃; for 15h;93%
4-toluenesulfonyl azide
941-55-9

4-toluenesulfonyl azide

para-bromoacetophenone
99-90-1

para-bromoacetophenone

N-(2-acetyl-5-bromophenyl)-4-methylbenzenesulfonamide
1438400-32-8

N-(2-acetyl-5-bromophenyl)-4-methylbenzenesulfonamide

Conditions
ConditionsYield
With bis[dichloro(pentamethylcyclopentadienyl)iridium(III)]; lithium carbonate; acetic acid; silver(I) triflimide In 1,2-dichloro-ethane at 25℃; for 12h; Inert atmosphere;99%
With [ruthenium(II)(η6-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]2; sodium acetate; silver(I) triflimide In 1,2-dichloro-ethane at 80℃; for 12h;71%
With silver hexafluoroantimonate; [RhCl2(p-cymene)]2; copper(II) acetate monohydrate In 1,2-dichloro-ethane at 100℃; for 24h; Inert atmosphere; Schlenk technique;70%
With silver hexafluoroantimonate; dichloro(p-cymene)ruthenium(II) dimer; copper diacetate In 1,2-dichloro-ethane at 80℃; for 48h; Inert atmosphere;46%
4-toluenesulfonyl azide
941-55-9

4-toluenesulfonyl azide

acetophenone
98-86-2

acetophenone

N-(2-acetylphenyl)-4-methylbenzenesulfonamide
1859-70-7

N-(2-acetylphenyl)-4-methylbenzenesulfonamide

Conditions
ConditionsYield
With bis[dichloro(pentamethylcyclopentadienyl)iridium(III)]; lithium carbonate; acetic acid; silver(I) triflimide In 1,2-dichloro-ethane at 25℃; for 12h; Inert atmosphere;99%
With [ruthenium(II)(η6-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]2; sodium acetate; silver(I) triflimide In 1,2-dichloro-ethane at 80℃; for 12h; Reagent/catalyst; Temperature; Time;97%
With bromopentacarbonylmanganese(I); dimethyl zinc(II); copper diacetate In 1,4-dioxane; toluene at 0 - 80℃; for 6h; Schlenk technique; Inert atmosphere; regioselective reaction;90%
With silver hexafluoroantimonate; dichloro(p-cymene)ruthenium(II) dimer; copper diacetate In 1,2-dichloro-ethane at 80℃; for 24h; Inert atmosphere;75%
With silver hexafluoroantimonate; [RhCl2(p-cymene)]2; copper(II) acetate monohydrate In 1,2-dichloro-ethane at 100℃; for 24h; Solvent; Reagent/catalyst; Inert atmosphere; Schlenk technique;72%
4-toluenesulfonyl azide
941-55-9

4-toluenesulfonyl azide

benzoic acid ethyl ester
93-89-0

benzoic acid ethyl ester

ethyl 2-(4-methylphenylsulfonamido)benzoate
223526-78-1

ethyl 2-(4-methylphenylsulfonamido)benzoate

Conditions
ConditionsYield
With bis[dichloro(pentamethylcyclopentadienyl)iridium(III)]; lithium carbonate; acetic acid; silver(I) triflimide In 1,2-dichloro-ethane at 50℃; for 12h; Temperature; Reagent/catalyst; Solvent; Inert atmosphere;99%
4-toluenesulfonyl azide
941-55-9

4-toluenesulfonyl azide

5-bromo-N-acetylindoline
22190-38-1

5-bromo-N-acetylindoline

N-(1-acetyl-5-bromoindolin-7-yl)-4-methylbenzenesulfonamide
1612872-73-7

N-(1-acetyl-5-bromoindolin-7-yl)-4-methylbenzenesulfonamide

Conditions
ConditionsYield
With bis[dichloro(pentamethylcyclopentadienyl)iridium(III)]; silver(I) triflimide In 1,2-dichloro-ethane at 20℃; for 3h;99%
With bis[dichloro(pentamethylcyclopentadienyl)iridium(III)]; sodium acetate; silver(I) triflimide In 1,2-dichloro-ethane at 25℃; for 6h; Inert atmosphere; regioselective reaction;95%
With silver hexafluoroantimonate; [ruthenium(II)(η6-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]2; silver(I) acetate In 1,2-dichloro-ethane at 80℃; for 10h; Schlenk technique;75%
4-toluenesulfonyl azide
941-55-9

4-toluenesulfonyl azide

4-methylphenylboronic acid
5720-05-8

4-methylphenylboronic acid

4-methyl-N-(4-methylphenyl)benzenesulfonamide
599-86-0

4-methyl-N-(4-methylphenyl)benzenesulfonamide

Conditions
ConditionsYield
With copper(l) chloride In methanol at 20℃; for 0.5h; Chan-Lam Coupling;99%
With L-proline-functionalized MCM-41-immobilized-CuCl; air In methanol at 20℃; for 2h;97%
With Copper(II) immobilized into prolinamide-modified polyacrylonitrile fiber In methanol at 60℃; for 0.5h; Chan-Lam Coupling;94%
With air; Graphene supported-1-N-ferrocenylmethylimidazole-Copper complex In ethanol at 70℃; for 0.75h; Catalytic behavior;92%
4-toluenesulfonyl azide
941-55-9

4-toluenesulfonyl azide

2-Methoxybenzoic acid
579-75-9

2-Methoxybenzoic acid

2-methoxy-6-[(4-methylphenyl)sulfonamido]benzoic acid

2-methoxy-6-[(4-methylphenyl)sulfonamido]benzoic acid

Conditions
ConditionsYield
With bis[dichloro(pentamethylcyclopentadienyl)iridium(III)]; lithium carbonate; acetic acid; silver(I) triflimide In 1,2-dichloro-ethane at 80℃; for 12h; Inert atmosphere;99%
With bis[dichloro(pentamethylcyclopentadienyl)iridium(III)]; sodium acetate; silver(I) triflimide In 1,2-dichloro-ethane at 80℃; for 16h; Catalytic behavior; Reagent/catalyst; Solvent; Sealed tube;92%
With bis[dichloro(pentamethylcyclopentadienyl)iridium(III)]; lithium acetate; silver(I) triflimide In 1,2-dichloro-ethane at 50℃; for 24h;88%
4-toluenesulfonyl azide
941-55-9

4-toluenesulfonyl azide

C16H14O

C16H14O

4-(2-((2-methylbenzyl)oxy)phenyl)-1-tosyl-1H-1,2,3-triazole

4-(2-((2-methylbenzyl)oxy)phenyl)-1-tosyl-1H-1,2,3-triazole

Conditions
ConditionsYield
With copper(I) thiophene-2-carboxylate In toluene at 20℃; Schlenk technique; Inert atmosphere;99%
4-toluenesulfonyl azide
941-55-9

4-toluenesulfonyl azide

C13H14ClNO

C13H14ClNO

N-(4-chloro-1-pivaloyl-1H-indol-7-yl)-4-methylbenzenesulfonamide

N-(4-chloro-1-pivaloyl-1H-indol-7-yl)-4-methylbenzenesulfonamide

Conditions
ConditionsYield
With [Cp*Ir(OCOCH3)2]; silver(I) triflimide In 1,2-dichloro-ethane at 25℃; for 12h; regioselective reaction;99%
With bis[dichloro(pentamethylcyclopentadienyl)iridium(III)]; silver(I) acetate; silver(I) triflimide In 1,2-dichloro-ethane at 80℃; Sealed tube; Inert atmosphere; regioselective reaction;78%
With bis[dichloro(pentamethylcyclopentadienyl)iridium(III)]; lithium acetate; silver(I) triflimide In 1,2-dichloro-ethane at 120℃; for 1h; regioselective reaction;76%
4-toluenesulfonyl azide
941-55-9

4-toluenesulfonyl azide

((2S,3S)-3-ethynyl-1-tosylindolin-2-yl)(phenyl)methanone

((2S,3S)-3-ethynyl-1-tosylindolin-2-yl)(phenyl)methanone

C31H26N4O5S2

C31H26N4O5S2

Conditions
ConditionsYield
With copper(I) thiophene-2-carboxylate In toluene at 0 - 20℃; for 1h; Inert atmosphere; Schlenk technique;99%

Tosyl azide Specification

The Tosyl azide, with the CAS registry number 941-55-9, is also known as p-Methylphenylsulfonyl azide. Its EINECS number is 213-381-5. This chemical's molecular formula is C7H7N3O2S and molecular weight is 197.21. What's more, its systematic name is 4-Methylbenzenesulfonyl azide. It is stable at common pressure and temperature. When heating, it may cause an explosion, so you should keep it away from sources of ignition - No smoking. This material and its container must be disposed of in a safe way. Tosyl azide is a reagent used in organic synthesis. This chemical is used for the introduction of azide and diazo functional groups. It is also used as a nitrene source and as a substrate for cycloaddition reactions. It can be prepared by the reaction of tosyl chloride with sodium azide in aqueous acetone.

Physical properties of Tosyl azide are: (1)ACD/LogP: 0.918; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 0.92; (4)ACD/LogD (pH 7.4): 0.92; (5)ACD/BCF (pH 5.5): 2.94; (6)ACD/BCF (pH 7.4): 2.94; (7)ACD/KOC (pH 5.5): 75.23; (8)ACD/KOC (pH 7.4): 75.23; (9)#H bond acceptors: 5; (10)#H bond donors: 1; (11)#Freely Rotating Bonds: 2; (12)Polar Surface Area: 70.67 Å2.

You can still convert the following datas into molecular structure:
(1)SMILES: O=S(=O)([N-][N+]#N)c1ccc(cc1)C
(2)Std. InChI: InChI=1S/C7H7N3O2S/c1-6-2-4-7(5-3-6)13(11,12)10-9-8/h2-5H,1H3
(3)Std. InChIKey: NDLIRBZKZSDGSO-UHFFFAOYSA-N

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