N-[(4-Methylphenyl)sulfonyl]glycine supplier

Name
N-P-TOSYLGLYCINE
EINECS 625-711-9
CAS No. 1080-44-0
Article Data63
CAS DataBase
Density 1.369 g/cm³
Solubility
Melting Point 147-149 °C(lit.)
Formula C₉H₁₁NO₄S
Boiling Point 430 °C at 760 mmHg
Molecular Weight 229.257
Flash Point 213.9 °C
Transport Information
Appearance White crystalline powder
Safety 26
Risk Codes 36/37/38
Molecular Structure
Hazard Symbols Xi
Synonyms Glycine,N-(p-tolylsulfonyl)- (6CI,7CI,8CI);((Toluene-4-sulfonyl)amino)acetic acid;(p-Toluenesulfonyl)glycine;2-(4-Methylphenylsulfonamido)acetic acid;N-(p-Toluenesulfonyl)glycine;N-(p-Tolylsulfonyl)glycine;N-Tosylglycine;N-p-(Toluenesulfonyl)aminoacetic acid;N-p-Tosylglycine;NSC 25821;Tosylglycine;[[(4-Methylphenyl)sulfonyl]amino]acetic acid;tos-gly-oh;
PSA 91.85000
LogP 1.82960

Synthetic route

: 98-59-9
p-toluenesulfonyl chloride

: 56-40-6
glycine

: 1080-44-0
N-Tosylglycine

Conditions

Conditions	Yield
With sodium carbonate In water for 5h;	99.34%
With sodium carbonate In water for 4h;	99.34%
With triethylamine In tetrahydrofuran; water at 0 - 20℃; for 4h; Inert atmosphere;	94%

: 17264-54-9
sodium p-methylbenzoate

: 56-40-6
glycine

: 1080-44-0
N-Tosylglycine

Conditions

Conditions	Yield
With lithium perchlorate In water; acetonitrile for 1h; Electrochemical reaction;	48%

: 70-55-3
toluene-4-sulfonamide

: 79-11-8
chloroacetic acid

: 1080-44-0
N-Tosylglycine

Conditions

Conditions	Yield
With sodium hydroxide
With sodium hydroxide

: 6000-43-7
2-aminoethanoic acid hydrochloride

: 98-59-9
p-toluenesulfonyl chloride

: 1080-44-0
N-Tosylglycine

Conditions

Conditions	Yield
With potassium hydroxide
Stage #1: 2-aminoethanoic acid hydrochloride With sodium hydroxide In water pH=9; Stage #2: p-toluenesulfonyl chloride In water at 25℃; for 4h;

: 98-59-9
p-toluenesulfonyl chloride

: 56-40-6
glycine

A: 95021-64-0
1,4-bis[(4-methylphenyl)sulfonyl]tetrahydropyrazine-2,5-dione

B: 1080-44-0
N-Tosylglycine

Conditions

Conditions	Yield
With potassium hydroxide

...Expand

: 2232-08-8
N-tosylimidazole

: 56-40-6
glycine

A: 288-32-4
1H-imidazole

B: 1080-44-0
N-Tosylglycine

Conditions

Conditions	Yield
With hydrogenchloride; tetramethlyammonium chloride In ethanol at 25℃; Rate constant; μ=0.16 M;

...Expand

: 29981-92-8
1-tosyl-3-methyl-imidazolium chloride

: 56-40-6
glycine

: 1080-44-0
N-Tosylglycine

Conditions

Conditions	Yield
In ethanol; water

: 29981-92-8
1-tosyl-3-methyl-imidazolium chloride

: 56-40-6
glycine

A: 1080-44-0
N-Tosylglycine

B: 35487-17-3
1-methylimidazolium chloride

Conditions

Conditions	Yield
With hydrogenchloride; tetramethlyammonium chloride In ethanol at 25℃; Rate constant; μ=0.16 M;

...Expand

: 51060-12-9
1-tosyl-2,3-dimethylimidazolium chloride

: 56-40-6
glycine

A: 1080-44-0
N-Tosylglycine

B: 34531-53-8
2,3-dimethylimidazolium chloride

Conditions

Conditions	Yield
With hydrogenchloride; tetramethlyammonium chloride In ethanol at 25℃; Rate constant; μ=0.16 M;

...Expand

: 98953-60-7
N-nitroso-N-(4-toluenesulfonyl)-glycine

: 7732-18-5
water

: 1080-44-0
N-Tosylglycine

: 115901-56-9
TsGlyNHMe

A: 1080-44-0
N-Tosylglycine

B: 104-15-4
toluene-4-sulfonic acid

C: 22356-89-4
glycine methylamide

D: 78-98-8
2-oxopropanal

Conditions

Conditions	Yield
With water In acetonitrile Photolysis; Further byproducts.;

...Expand

: 2645-02-5
methyl tosylglycinate

: 1080-44-0
N-Tosylglycine

Conditions

Conditions	Yield
With lithium hydroxide monohydrate In tetrahydrofuran; methanol at 20℃; for 2h;

: 98-59-9
p-toluenesulfonyl chloride

: 1080-44-0
N-Tosylglycine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: N-ethyl-N,N-diisopropylamine / dichloromethane / 16 h / 0 - 20 °C 2: lithium hydroxide monohydrate / tetrahydrofuran; methanol / 2 h / 20 °C View Scheme

: 67-56-1
methanol

: 1080-44-0
N-Tosylglycine

: 2645-02-5
methyl tosylglycinate

Conditions

Conditions	Yield
With sulfuric acid Reflux;	100%
With sulfuric acid at 20℃; for 3h;	98%
With tert.-butylnitrite at 40℃; for 48h; Green chemistry;	85%

: 1080-44-0
N-Tosylglycine

: 56218-62-3
2-(4-methylphenylsulfonamido)acetyl chloride

Conditions

Conditions	Yield
With thionyl chloride for 1.5h; Heating / reflux;	100%
With diethyl ether; phosphorus pentachloride
With thionyl chloride at 45 - 50℃;

: 1080-44-0
N-Tosylglycine

: 107-18-6
allyl alcohol

: allyl 2-(4-methylphenylsulfonamido)acetate

Conditions

Conditions	Yield
With toluene-4-sulfonic acid In benzene for 4h; Heating;	99%

: 1080-44-0
N-Tosylglycine

: 98-88-4
benzoyl chloride

: {benzoyl[(4-methylphenyl)sulfonyl]amino}acetic acid

Conditions

Conditions	Yield
With sodium hydroxide at 20℃;	98.49%
With sodium hydroxide at 20℃;	98.49%
With sodium hydroxide at 20℃; for 2h; Inert atmosphere;
With sodium hydroxide at 20℃;

: bis((μ-chloro)chloro(pentamethylcyclopentadienyl)iridium)

: 1080-44-0
N-Tosylglycine

: 157699-57-5
C2H2NIrO(O)(C5(CH3)5)(SO2C6H4CH3)

Conditions

Conditions	Yield
With K2CO3 In acetonitrile N2-atmosphere, 5 h; concg., extg. (CH2Cl2), filtering, washing (CH2Cl2), concg., drying (vac.); elem. anal.;	97%

: C16H15BrN2

: 1080-44-0
N-Tosylglycine

: N-(2-(2-bromophenyl)-2-(1H-indol-3-yl)ethyl)-2-((4-methylphenyl)sulfonylamino)acetamide

Conditions

Conditions	Yield
With dmap; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide at 20℃; Inert atmosphere;	90.8%

: C17H15N3

: 1080-44-0
N-Tosylglycine

: N-(2-(4-cyanophenyl)-2-(1H-indol-3-yl)ethyl)-2-((4-methylphenyl)sulfonylamino)acetamide

Conditions

Conditions	Yield
With dmap; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide at 20℃; Inert atmosphere;	90.5%

: 1080-44-0
N-Tosylglycine

: 87023-83-4
O-ethylphosphoric acid bis(3,5-dimethyl)pyrazolide

: 57891-04-0
Tos-Gly-DMPir

Conditions

Conditions	Yield
In pyridine Ambient temperature;	90%

: 1080-44-0
N-Tosylglycine

: 61985-23-7
methyl 1-imidazolecarboxylate

: 2645-02-5
methyl tosylglycinate

Conditions

Conditions	Yield
In acetonitrile at 80℃; for 24h; Inert atmosphere; chemoselective reaction;	90%

: 1719-57-9
Chloro(chloromethyl)dimethylsilane

: 1080-44-0
N-Tosylglycine

: 1448453-33-5
2,2,4-trimethyl-1-tosyl-2-sila-5-piperazinone

Conditions

Conditions	Yield
With 1,1,1,3,3,3-hexamethyl-disilazane	90%

: 1080-44-0
N-Tosylglycine

: 513-81-5
2,3-dimethyl-buta-1,3-diene

: 6-methyl-6-(prop-1-en-2-yl)-4-tosylmorpholin-2-one

Conditions

Conditions	Yield
Stage #1: N-Tosylglycine With copper diacetate; palladium diacetate In dimethyl sulfoxide at 20℃; for 0.25h; Autoclave; Stage #2: 2,3-dimethyl-buta-1,3-diene With oxygen In dimethyl sulfoxide at 75℃; under 3800.26 Torr; for 24h; Autoclave;	90%

: 6025-60-1
2-(1H-pyrrol-1-yl)aniline

: 1080-44-0
N-Tosylglycine

: 4-(tosylaminomethyl)pyrrolo[1,2-a]quinoxaline

Conditions

Conditions	Yield
With 1,2,2,3,4,4-hexamethylphosphetane 1-oxide; phenylsilane; Diethyl 2-bromomalonate In 1,2-dichloro-ethane at 80℃; for 14h; Sealed tube; Inert atmosphere;	90%

: 1080-44-0
N-Tosylglycine

: 62-53-3
aniline

: 2478-44-6
2-[[(4-methylphenyl)sulfonyl]amino]-N-phenylacetamide

Conditions

Conditions	Yield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In dichloromethane at 0℃;	89%
Stage #1: N-Tosylglycine With thionyl chloride In dichloromethane at 50℃; for 6h; Inert atmosphere; Stage #2: aniline In tetrahydrofuran at 20℃; Inert atmosphere;	80%
(i) Py, tBuCOCl, (ii) /BRN= 605631/; Multistep reaction;

: 112-35-6
triethylene glucol monomethyl ether

: 1080-44-0
N-Tosylglycine

: 1224367-52-5
2-(2-(2-methoxyethoxy)ethoxy)ethyl 2-(4-methylphenylsulfonamido)acetate

Conditions

Conditions	Yield
With toluene-4-sulfonic acid In 5,5-dimethyl-1,3-cyclohexadiene for 7h; Inert atmosphere; Reflux;	89%

: 64-17-5
ethanol

: 1080-44-0
N-Tosylglycine

: 5465-67-8
ethyl N-tosylglycinate

Conditions

Conditions	Yield
With sulfuric acid Reflux;	88%
With sulfuric acid for 4h; Heating;	75%
With sulfuric acid In toluene for 5h; Heating;	69%
With hydrogenchloride

: 16741-80-3
S-benzyl-L-cysteine methyl ester hydrochloride

: 1080-44-0
N-Tosylglycine

: Tos-Gly-L-Cys(Bzl)-OMe

Conditions

Conditions	Yield
With triethylamine; dicyclohexyl-carbodiimide In tetrahydrofuran at -5 - 20℃; for 50h;	86%

: 1080-44-0
N-Tosylglycine

: 100-51-6
benzyl alcohol

: 63366-76-7
(toluene-4-sulfonylamino)acetic acid benzyl ester

Conditions

Conditions	Yield
With toluene-4-sulfonic acid In toluene for 3h; Heating;	86%
With sulfuryl dichloride In 1,1,2,2-tetrachloroethylene

: 1080-44-0
N-Tosylglycine

: 107-19-7
propargyl alcohol

: 1007362-49-3
prop-2-ynyl 2-(4-methylphenylsulfonamido)acetate

Conditions

Conditions	Yield
With toluene-4-sulfonic acid In benzene for 4h; Heating;	86%

: 1080-44-0
N-Tosylglycine

: 1730-25-2
allylmagnesium bromide

: 1214887-93-0
N-(2-hydroxypent-4-enyl)-4-methylbenzenesulfonamide

Conditions

Conditions	Yield
Stage #1: N-Tosylglycine With n-butyllithium In tetrahydrofuran; hexane at -78℃; Stage #2: allylmagnesium bromide In tetrahydrofuran; diethyl ether; hexane at -78 - 20℃; for 2h; Further stages;	86%

: 1080-44-0
N-Tosylglycine

: 927-74-2
1-butyn-4-ol

: but-3-ynyl 2-(4-methylphenylsulfonamido)acetate

Conditions

Conditions	Yield
With toluene-4-sulfonic acid In benzene for 4.5h; Heating;	84%

: 4383-22-6
Allylbenzylamine

: 1080-44-0
N-Tosylglycine

: N-allyl-N-benzyl-2-((4-methylphenyl)sulfonamido)acetamide

Conditions

Conditions	Yield
With 1-hydroxy-7-aza-benzotriazole; N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate In N,N-dimethyl-formamide at 20℃; Inert atmosphere;	84%
Stage #1: N-Tosylglycine With thionyl chloride for 2h; Reflux; Stage #2: Allylbenzylamine In dichloromethane at 20℃;	73%
Stage #1: N-Tosylglycine With thionyl chloride for 2h; Inert atmosphere; Reflux; Stage #2: Allylbenzylamine In dichloromethane at 20℃; Inert atmosphere;	73%

: 1241833-16-8
benzyl 2-(benzyloxy)-4-((4-cyclohexylbenzyl)amino)benzoate

: 1080-44-0
N-Tosylglycine

: 1331747-40-0
benzyl 2-(benzyloxy)-4-(N-(4-cyclohexylbenzyl)-2-((4-methylphenyl)sulfonamido)acetamido)benzoate

Conditions

Conditions	Yield
Stage #1: N-Tosylglycine With dichlorotriphenylphosphorane In chloroform at 20℃; for 0.25h; Stage #2: benzyl 2-(benzyloxy)-4-(4-cyclohexylbenzylamino)benzoate In chloroform at 100℃; for 0.5h; Irradiation;	84%

: 1080-44-0
N-Tosylglycine

: 95-68-1
2,4-Xylidine

: N-(2,4-dimethylphenyl)-2-(4-methylphenylsulfonamido)acetamide

Conditions

Conditions	Yield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In dichloromethane at 0℃;	83%

: 2004-70-8
1-methylbuta-1,3-diene

: 1080-44-0
N-Tosylglycine

: 5-methyl-4-tosyl-6-vinylmorpholin-2-one

Conditions

Conditions	Yield
Stage #1: N-Tosylglycine With copper diacetate; palladium diacetate In dimethyl sulfoxide at 20℃; for 0.25h; Autoclave; Stage #2: 1-methylbuta-1,3-diene With oxygen In dimethyl sulfoxide at 75℃; under 3800.26 Torr; for 24h; Autoclave;	83%

: 1080-44-0
N-Tosylglycine

: 479480-27-8
4-benzylamino-6-(5,5-dioxodibenzothiophen-2-yl)-2,3,4,5-tetrahydropyridazin-3-one

: (toluene-4-sulfonylamino)-acetic acid 4-benzylamino-6-(5,5-dioxo-5H-5λ6-dibenzothiophen-2-yl)-4,5-dihydro-pyridazin-3-yl ester

Conditions

Conditions	Yield
With dicyclohexyl-carbodiimide In tetrahydrofuran at 0 - 20℃; for 50h;	81%

: 1080-44-0
N-Tosylglycine

: 124-02-7
diallylamine

: N,N-diallyl-2-(4-methylphenylsulfonylamino)acetamide

Conditions

Conditions	Yield
Stage #1: N-Tosylglycine With thionyl chloride for 2h; Reflux; Stage #2: diallylamine In dichloromethane at 20℃;	81%

: 1080-44-0
N-Tosylglycine

: 2231-57-4
Thiocarbohydrazide

: (4-amino-5-mercapto-s-triazol-3-yl)-methyl-4-tolylsulfonamide

Conditions

Conditions	Yield
at 180℃; for 0.25h;	80%

: 1080-44-0
N-Tosylglycine

: 1643-39-6
2-amino-4,6-di-tertbutylphenol

: N-(p-toluenesulfonyl)-glycine-3,5-di-tert-butyl-2-phenolamide

Conditions

Conditions	Yield
Stage #1: N-Tosylglycine With thionyl chloride at 20℃; Stage #2: 2-amino-4,6-di-tertbutylphenol In tetrahydrofuran	80%

: 1080-44-0
N-Tosylglycine

: 71-43-2
benzene

: 101-81-5
Diphenylmethane

Conditions

Conditions	Yield
With sulfuric acid at 60 - 70℃;	79%

N-[(4-Methylphenyl)sulfonyl]glycine Specification

The Glycine,N-[(4-methylphenyl)sulfonyl]-, with the CAS registry number 1080-44-0, has the systematic name of N-[(4-methylphenyl)sulfonyl]glycine. It belongs to the product category of Glycine [Gly, G]. And the molecular formula of the chemical is C₉H₁₁NO₄S.

The characteristics of Glycine,N-[(4-methylphenyl)sulfonyl]- are as followings: (1)ACD/LogP: 1.07; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -1.48; (4)ACD/LogD (pH 7.4): -2.61; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 1; (8)ACD/KOC (pH 7.4): 1; (9)#H bond acceptors: 5; (10)#H bond donors: 2; (11)#Freely Rotating Bonds: 3; (12)Polar Surface Area: 72.06 Å²; (13)Index of Refraction: 1.567; (14)Molar Refractivity: 54.75 cm³; (15)Molar Volume: 167.4 cm³; (16)Polarizability: 21.7×10^-24cm³; (17)Surface Tension: 53.1 dyne/cm; (18)Density: 1.369 g/cm³; (19)Flash Point: 213.9 °C; (20)Enthalpy of Vaporization: 72.25 kJ/mol; (21)Boiling Point: 430 °C at 760 mmHg; (22)Vapour Pressure: 3.7E-08 mmHg at 25°C.

Preparation of Glycine,N-[(4-methylphenyl)sulfonyl]-: This chemical can be prepared by toluene-4-sulfonyl chloride and glycine. The reaction will need reagent NaOH, and the menstruum H₂O. The reaction time is 0.5 hours with temperature of 60-70°C, and the yield is about 45%.

Uses of Glycine,N-[(4-methylphenyl)sulfonyl]-: It can react with 3-amino-chromen-2-one to produce N-(2-oxo-2H-chromen-3-yl)-2-(toluene-4-sulfonylamino)-acetamide. This reaction will need reagent DCC, and the menstruum dimethylformamide, triethylamine and dioxane. And the yield is about 43%.

You should be cautious while dealing with this chemical. It irritates to eyes, respiratory system and skin. Therefore, if in case of contacting with eyes, rinse immediately with plenty of water and seek medical advice.

Addtionally, the following datas could be converted into the molecular structure:
(1)SMILES: O=S(=O)(c1ccc(cc1)C)NCC(=O)O
(2)InChI: InChI=1/C9H11NO4S/c1-7-2-4-8(5-3-7)15(13,14)10-6-9(11)12/h2-5,10H,6H2,1H3,(H,11,12)
(3)InChIKey: VDKFCCZUCXYILI-UHFFFAOYAJ

Product Name

N-P-TOSYLGLYCINE

Synthetic route

N-[(4-Methylphenyl)sulfonyl]glycine Specification

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