N-Methyl-N-nitrosotoluene-4-sulphonamide supplier

Name
N-Methyl-N-nitrosotoluene-4-sulphonamide
EINECS 201-252-6
CAS No. 80-11-5
Article Data18
CAS DataBase
Density 1.3 g/cm³
Solubility
Melting Point ~58 °C
Formula C₈H₁₀N₂O₃S
Boiling Point 320.5 °C at 760 mmHg
Molecular Weight 214.245
Flash Point 147.6 °C
Transport Information UN 3234 4.1/PG 2
Appearance pale yellow crystalline powder
Safety 15-26-35-36/37-36
Risk Codes 2-36/37/38-43-20/21/22
Molecular Structure
Hazard Symbols E,Xi,Xn
Synonyms p-Toluenesulfonamide,N-methyl-N-nitroso- (6CI,7CI,8CI);Diazald;Diazale;N-Methyl-N-nitroso-4-tosylamide;N-Nitroso-N-methyl-p-toluenesulfonamide;NSC 313;p-Tolylsulfonylmethylnitrosamide;
PSA 75.19000
LogP 2.37770

Synthetic route

: 640-61-9
N-methyl-p-toluenesulfonylamide

: 80-11-5
N-methyl-N-nitrosotoluene-p-sulfonamide

Conditions

Conditions	Yield
With hydrogenchloride; water; sodium nitrite In diethyl ether	81%
With perchloric acid; sodium nitrite In dichloromethane; water Rate constant; Equilibrium constant; nitrosation of substituted N-methylbenzenesulfonamides; reversibility; kinetics of nitrosation and denitrosation; substituent effect; acid catalysis; effect of nucleophiles; mechanism;
With dinitrogen tetraoxide

: 98-59-9
p-toluenesulfonyl chloride

: 74-89-5
methylamine

: 80-11-5
N-methyl-N-nitrosotoluene-p-sulfonamide

Conditions

Conditions	Yield
With sodium hydroxide Behandeln des Reaktionsgemisches mit Essigsaeure und NaNO2;

: 67764-33-4
cyclopentyl nitrite

: 640-61-9
N-methyl-p-toluenesulfonylamide

: 80-11-5
N-methyl-N-nitrosotoluene-p-sulfonamide

Conditions

Conditions	Yield
With diluted acid

: 22547-51-9
1-methyl-1-(4-tolylsulfonyl)hydrazine

: 80-11-5
N-methyl-N-nitrosotoluene-p-sulfonamide

Conditions

Conditions	Yield
With trifluoroacetic acid; sodium nitrite

: 98-59-9
p-toluenesulfonyl chloride

: 3058-37-5
(Z)-potassium methanediazotate

: 80-11-5
N-methyl-N-nitrosotoluene-p-sulfonamide

Conditions

Conditions	Yield
In diethyl ether

: 103999-21-9
C8H10NO2S(1-)

: 80-11-5
N-methyl-N-nitrosotoluene-p-sulfonamide

Conditions

Conditions	Yield
With nitrosonium perchlorate In acetonitrile at 25℃; Thermodynamic data;

: N-methyl-N-(t-butoxycarbonyl)-p-toluenesulfonamide

: 80-11-5
N-methyl-N-nitrosotoluene-p-sulfonamide

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: trifluoroacetic acid / neat (no solvent) / 1 h / 0 - 23 °C 2: sodium chloride; sodium acetate; sodium nitrite; acetic acid / water / 0.25 h / 0 °C View Scheme

: 80-11-5
N-methyl-N-nitrosotoluene-p-sulfonamide

: 640-61-9
N-methyl-p-toluenesulfonylamide

Conditions

Conditions	Yield
With sulfite(2-) In 1,4-dioxane; water at 25℃; Rate constant;	100%
With Thiocyanate In 1,4-dioxane; water at 25℃; Rate constant;	100%
With thiourea In 1,4-dioxane; water at 25℃; Rate constant;	100%

: 80-11-5
N-methyl-N-nitrosotoluene-p-sulfonamide

: 47173-80-8
N-Boc-D-serine(Bzl)-OH

: 67389-47-3
(R)-3-benzyloxy-2-tert-butoxycarbonyl-amino-propionic acid methyl ester

Conditions

Conditions	Yield
	99%

: 2941-78-8
2-Amino-5-methylbenzoic acid

: 80-11-5
N-methyl-N-nitrosotoluene-p-sulfonamide

: 18595-16-9
2-amino-5-methylbenzoic acid methyl ester

Conditions

Conditions	Yield
Stage #1: N-methyl-N-nitrosotoluene-p-sulfonamide With potassium hydroxide In diethyl ether; water Stage #2: 2-Amino-5-methylbenzoic acid In diethyl ether for 1h;	99%

: 80-11-5
N-methyl-N-nitrosotoluene-p-sulfonamide

: 446-08-2
2-amino-5-fluorobenzoic acid

: 319-24-4
2-amino-5-fluoro-benzoic acid methyl ester

Conditions

Conditions	Yield
Stage #1: N-methyl-N-nitrosotoluene-p-sulfonamide With potassium hydroxide In diethyl ether; water Stage #2: 2-amino-5-fluorobenzoic acid In diethyl ether for 1h;	99%

: 876-08-4
p-(chloromethyl)benzoyl chloride

: 80-11-5
N-methyl-N-nitrosotoluene-p-sulfonamide

: 1137172-09-8
p-(diazoacetyl)benzyl chloride

Conditions

Conditions	Yield
With triethylamine; sodium hydroxide In water; Petroleum ether for 2h;	99%

: 80-11-5
N-methyl-N-nitrosotoluene-p-sulfonamide

: 100-09-4
4-methoxybenzoic acid

: 121-98-2
methyl 4-methoxybenzoate

Conditions

Conditions	Yield
With potassium hydroxide In tetrahydrofuran; methanol; water at 20℃;	99%
Stage #1: N-methyl-N-nitrosotoluene-p-sulfonamide With potassium hydroxide In methanol; water; N,N-dimethyl-formamide Flow reactor; Stage #2: 4-methoxybenzoic acid In methanol; diethyl ether; water; N,N-dimethyl-formamide at 0 - 25℃; Sonication;	89%

: 80-11-5
N-methyl-N-nitrosotoluene-p-sulfonamide

: 87711-71-5
(E)-methyl 3-(4-ethoxyphenyl)prop-2-enoate

: methyl trans-2-(4-ethoxyphenyl)cyclopropanecarboxylate

Conditions

Conditions	Yield
Stage #1: N-methyl-N-nitrosotoluene-p-sulfonamide With potassium hydroxide In 2-ethoxy-ethanol; diethyl ether; water at 60 - 70℃; Stage #2: (E)-methyl-3-(4-ethoxyphenyl)prop-2-enoate With palladium diacetate In diethyl ether at -25 - 20℃;	99%

: 14040-11-0
tungsten hexacarbonyl

: 80-11-5
N-methyl-N-nitrosotoluene-p-sulfonamide

: C12H19Na

: [(η5-C5Me4nPr)W(NO)(CO)2]

Conditions

Conditions	Yield
Stage #1: tungsten hexacarbonyl; C12H19Na In tetrahydrofuran at 78℃; for 96h; Stage #2: N-methyl-N-nitrosotoluene-p-sulfonamide In tetrahydrofuran for 2h;	99%

...Expand

: 80-11-5
N-methyl-N-nitrosotoluene-p-sulfonamide

: 99-06-9
3-Carboxyphenol

: 19438-10-9
methyl 3-hydroxybenzoate

Conditions

Conditions	Yield
Stage #1: N-methyl-N-nitrosotoluene-p-sulfonamide With potassium hydroxide In methanol; water; N,N-dimethyl-formamide Flow reactor; Stage #2: 3-Carboxyphenol In methanol; diethyl ether; water; N,N-dimethyl-formamide at 0 - 25℃; Sonication;	99%

: 80-11-5
N-methyl-N-nitrosotoluene-p-sulfonamide

: 100-07-2
4-methoxy-benzoyl chloride

: 2196-99-8
2-chloro-1-(4-methoxyphenyl)ethanone

Conditions

Conditions	Yield
Stage #1: N-methyl-N-nitrosotoluene-p-sulfonamide With potassium hydroxide In methanol; water; N,N-dimethyl-formamide Flow reactor; Stage #2: 4-methoxy-benzoyl chloride In methanol; diethyl ether; water; N,N-dimethyl-formamide at 0 - 30℃; for 1.5h; Sonication; Stage #3: With hydrogenchloride In methanol; diethyl ether; water; N,N-dimethyl-formamide for 1h;	99%

: 586-39-0
1-nitro-3-vinyl-benzene

: 80-11-5
N-methyl-N-nitrosotoluene-p-sulfonamide

: 22396-07-2
1-cyclopropyl-3-nitrobenzene

Conditions

Conditions	Yield
Stage #1: N-methyl-N-nitrosotoluene-p-sulfonamide With potassium hydroxide In methanol; water; N,N-dimethyl-formamide Flow reactor; Stage #2: 1-nitro-3-vinyl-benzene With palladium diacetate In tetrahydrofuran; methanol; diethyl ether; water; N,N-dimethyl-formamide at 0℃;	99%

: 80-11-5
N-methyl-N-nitrosotoluene-p-sulfonamide

: 4389-50-8
2-amino-6-methylbenzoic acid

: 18595-13-6
2-amino-6-methylbenzoic acid methyl ester

Conditions

Conditions	Yield
Stage #1: N-methyl-N-nitrosotoluene-p-sulfonamide With potassium hydroxide In diethyl ether; water Stage #2: 2-amino-6-methylbenzoic acid In diethyl ether for 1h;	98%

: 6007-26-7
2-methyl-1,3-dithian

: 697302-50-4, 697302-51-5, 12082-08-5, 697302-53-7
(benzene)tricarbonylchromium

: 80-11-5
N-methyl-N-nitrosotoluene-p-sulfonamide

: [(η(5)-C6H6C(Me)S(CH2)3S)Cr(CO)2(NO)]

Conditions

Conditions	Yield
With n-BuLi In tetrahydrofuran; hexane N2-atmosphere; stirring (0°C, 1.5 h), Cr-complex addn., stirring (0°C, 0.5 h), Diazald addn. (-78°C), to room temp. (2 h); filtering, evapn. (vac.), chromy. (alumina, n-hexane), evapn. (vac.); elem. anal.;	98%

...Expand

: 80-11-5
N-methyl-N-nitrosotoluene-p-sulfonamide

: 62-23-7
4-nitro-benzoic acid

: 619-50-1
4-nitrobenzoic acid methyl ester

Conditions

Conditions	Yield
With potassium hydroxide In tetrahydrofuran; methanol; water at 20℃;	98%
Stage #1: N-methyl-N-nitrosotoluene-p-sulfonamide With potassium hydroxide In methanol; water; N,N-dimethyl-formamide Flow reactor; Stage #2: 4-nitro-benzoic acid In methanol; diethyl ether; water; N,N-dimethyl-formamide at 0 - 25℃; Sonication;	90%

: 80-11-5
N-methyl-N-nitrosotoluene-p-sulfonamide

: 65-85-0
benzoic acid

: 93-58-3
benzoic acid methyl ester

Conditions

Conditions	Yield
Stage #1: N-methyl-N-nitrosotoluene-p-sulfonamide With potassium hydroxide In methanol; water; N,N-dimethyl-formamide Flow reactor; Stage #2: benzoic acid In methanol; diethyl ether; water; N,N-dimethyl-formamide at 0 - 25℃; Sonication;	97%
With potassium hydroxide In tetrahydrofuran; methanol; water at 20℃;	80%
Stage #1: N-methyl-N-nitrosotoluene-p-sulfonamide With potassium hydroxide In ethoxyethoxyethanol; water; isopropyl alcohol at 60℃; Stage #2: benzoic acid In n-heptane; tert-butyl methyl ether at 20℃; Product distribution / selectivity;	62%
Stage #1: N-methyl-N-nitrosotoluene-p-sulfonamide With water; sodium hydrogencarbonate In tetrahydrofuran Stage #2: benzoic acid With ethoxyethoxyethanol In tetrahydrofuran	60 %Chromat.

: 80-11-5
N-methyl-N-nitrosotoluene-p-sulfonamide

: 872979-45-8
3β-hydroxycopalic acid

: C22H36O3

Conditions

Conditions	Yield
With potassium hydroxide In diethyl ether at 0 - 100℃;	97%

: 3177-80-8
2-amino-3-methoxybenzoic acid

: 80-11-5
N-methyl-N-nitrosotoluene-p-sulfonamide

: 5121-34-6
methyl 2-amino-3-methoxybenzoate

Conditions

Conditions	Yield
Stage #1: N-methyl-N-nitrosotoluene-p-sulfonamide With potassium hydroxide In diethyl ether; water Stage #2: 2-amino-3-methoxybenzoic acid In diethyl ether for 1h;	96%

: 80-11-5
N-methyl-N-nitrosotoluene-p-sulfonamide

: 54322-10-0
glutaric acid monobenzyl ester

: 1029126-16-6
6-bromo-5-oxo-hexanoic acid benzyl ester

Conditions

Conditions	Yield
Stage #1: glutaric acid monobenzyl ester With oxalyl dichloride; N,N-dimethyl-formamide In dichloromethane at 0 - 20℃; for 1.45h; Inert atmosphere; Stage #2: N-methyl-N-nitrosotoluene-p-sulfonamide With potassium hydroxide In diethyl ether; dichloromethane at 0℃; for 1.5h; Stage #3: With hydrogen bromide In diethyl ether; dichloromethane; water at 0℃; for 0.5h;	96%

: 80-11-5
N-methyl-N-nitrosotoluene-p-sulfonamide

: (±)-5,4'-diacetoxy-7-hydroxyflavan-4-one

: 749256-67-5
(±)-5,4'-diacetoxy-7-methoxyflavan-4-one

Conditions

Conditions	Yield
Stage #1: N-methyl-N-nitrosotoluene-p-sulfonamide With potassium hydroxide In ethanol; water Stage #2: (±)-5,4'-diacetoxy-7-hydroxyflavan-4-one In diethyl ether; dichloromethane at 20℃; for 20h;	95%

: 80-11-5
N-methyl-N-nitrosotoluene-p-sulfonamide

: 621-82-9
Cinnamic acid

: 103-26-4
methyl cinnamate

Conditions

Conditions	Yield
Stage #1: N-methyl-N-nitrosotoluene-p-sulfonamide With potassium hydroxide In methanol; water; N,N-dimethyl-formamide Flow reactor; Stage #2: Cinnamic acid In methanol; diethyl ether; water; N,N-dimethyl-formamide at 0 - 25℃; Sonication;	95%

: 80-11-5
N-methyl-N-nitrosotoluene-p-sulfonamide

: 103-26-4
methyl cinnamate

: 5861-31-4, 16205-72-4
methyl trans-2-phenylcyclopropanecarboxylate

Conditions

Conditions	Yield
Stage #1: N-methyl-N-nitrosotoluene-p-sulfonamide With potassium hydroxide In methanol; water; N,N-dimethyl-formamide Flow reactor; Stage #2: methyl cinnamate With palladium diacetate In tetrahydrofuran; methanol; diethyl ether; water; N,N-dimethyl-formamide at 0℃;	95%

: 588-59-0
stilbene

: 80-11-5
N-methyl-N-nitrosotoluene-p-sulfonamide

: 1138-47-2
trans-1,2-diphenylcyclopropane

Conditions

Conditions	Yield
Stage #1: N-methyl-N-nitrosotoluene-p-sulfonamide With potassium hydroxide In methanol; water; N,N-dimethyl-formamide Flow reactor; Stage #2: stilbene With palladium diacetate In tetrahydrofuran; methanol; diethyl ether; water; N,N-dimethyl-formamide at 0℃;	94%

: 40274-67-7
xanthone-2-carboxylic acid

: 80-11-5
N-methyl-N-nitrosotoluene-p-sulfonamide

: 42946-50-9
xanthone-2-carboxylic acid methyl ester

Conditions

Conditions	Yield
With potassium hydroxide In ethanol; dichloromethane at 0℃;	93%

: 77060-52-7
isopropenylcyclopentadienyllithium

: 80-11-5
N-methyl-N-nitrosotoluene-p-sulfonamide

: 13939-06-5, 199620-15-0
molybdenum hexacarbonyl

: 80340-00-7
(η5-isopropenylcyclopentadienyl)dicarbonylnitrosylmolybdenum

Conditions

Conditions	Yield
	93%

...Expand

: 80-11-5
N-methyl-N-nitrosotoluene-p-sulfonamide

: 77060-52-7
lithium (1-methylethenyl)cyclopentadiene

: 13939-06-5, 199620-15-0
molybdenum hexacarbonyl

: 80340-00-7
(η5-isopropenylcyclopentadienyl)dicarbonylnitrosylmolybdenum

Conditions

Conditions	Yield
In tetrahydrofuran to lithium isopropenylcyclopentadienide and Mo(CO)6 THF was added, a mixture was refluxed for 46 h, MeN(NO)SO2C6H4Me was added at 25°C and stirred for 1 h, N2 atm.; evapn. in vac., extn. (pentane), evapn. on silica gel in vac., column chromy. (silica gel, pentane), recrystn. (pentane, -78°C, under N2); elem. anal.;	93%

...Expand

: 80-11-5
N-methyl-N-nitrosotoluene-p-sulfonamide

: 122-01-0
4-chloro-benzoyl chloride

: 937-20-2
p-chlorophenacyl chloride

Conditions

Conditions	Yield
With potassium hydroxide In tetrahydrofuran; methanol; water at 20℃; Arndt-Eistert Homologation;	93%

: 586-76-5
4-Bromobenzoic acid

: 80-11-5
N-methyl-N-nitrosotoluene-p-sulfonamide

: 619-42-1
4-methoxycarbonylphenyl bromide

Conditions

Conditions	Yield
With potassium hydroxide In tetrahydrofuran; methanol; water at 20℃;	93%

: gymnastatin N

: 80-11-5
N-methyl-N-nitrosotoluene-p-sulfonamide

: methyl 2-[(2E,4E)-4,6-dimethyldodeca-2,4-dienamido]-3-(4-hydroxyphenyl)-propanoate

Conditions

Conditions	Yield
With potassium hydroxide; ethoxyethoxyethanol In diethyl ether at 0℃; for 3h;	92%

: 80-11-5
N-methyl-N-nitrosotoluene-p-sulfonamide

: 13866-30-3, 92590-04-0
10,10-dichlorobicyclo<6.2.0>dec-4-ene-9-one

: 92007-24-4, 92590-05-1
(Z)-1,1-Dichloro-1,3,3a,4,5,8,9,9a-octahydro-cyclopentacycloocten-2-one

Conditions

Conditions	Yield
With potassium hydroxide In methanol; diethyl ether; water at 20℃; Inert atmosphere;	92%

: 80-11-5
N-methyl-N-nitrosotoluene-p-sulfonamide

: (4-(1,4-epoxynaphthalen-1(4H)-yl)butoxy)(tert-butyl)dimethylsilane

: tert-butyldimethyl(4-(1,1a,7,7a-tetrahydro-2H-2,7-epoxycyclopropa[b]naphthalen-2-yl)butoxy)silane

Conditions

Conditions	Yield
With palladium diacetate; sodium hydroxide In tetrahydrofuran; ethanol; water Inert atmosphere;	92%

N-Methyl-N-nitrosotoluene-4-sulphonamide Chemical Properties

Molecular Formula: C₈H₁₀N2O₃S
Molecular Weight: 214.24
EINECS: 201-252-6
Density: 1.3 g/cm³
Flash Point: 147.6 °C
Storage temp: 2-8°C
Index of Refraction: 1.572
Enthalpy of Vaporization: 56.22 kJ/mol
Boiling Point: 320.5 °C at 760 mmHg
Vapour Pressure: 0.000317 mmHg at 25°C
Appearance: pale yellow crystalline powder
Product Categories: Pharmaceutical Intermediates
Stability: Stable, but heat sensitive; may also be light sensitive. Incompatible with strong oxidizing agents, alkalies.
Synonyms: Benzenesulfonamide, N,4-dimethyl-N-nitroso- ; Benzenesulfonamide,N,4-dimethyl-N-nitroso- ; Diazale;diazalo ; Methylnitroso-p-toluenesulfonamide ; N,4-dimethyl-n-nitroso-benzenesulfonamid ; N,4-dimethyl-N-nitroso-Benzenesulfonamide ; N,4-Dimethyl-N'-oxobenzenesulfonohydrazide
Following is the molecular structure of N-Methyl-N-Nitroso-P-Toluene Sulfonamide (80-11-5):

N-Methyl-N-nitrosotoluene-4-sulphonamide Toxicity Data With Reference

The toxicity of N-Methyl-N-Nitroso-P-Toluene Sulfonamide (80-11-5):

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
mouse	LD50	intraperitoneal	19mg/kg (19mg/kg)		Cancer Research. Vol. 30, Pg. 11, 1970.
rat	LD50	oral	2700mg/kg (2700mg/kg)		Naturwissenschaften. Vol. 48, Pg. 165, 1961.

N-Methyl-N-nitrosotoluene-4-sulphonamide Safety Profile

Safety Information of N-Methyl-N-Nitroso-P-Toluene Sulfonamide (80-11-5):
Hazard Codes: E,Xi,Xn
E: Explosive Xn: Harmful Xi: Irritant
Risk Statements: 2-36/37/38-43-20/21/22
2: Risk of explosion by shock, friction, fire or other sources of ignition
36/37/38: Irritating to eyes, respiratory system and skin
43: May cause sensitization by skin contact
20/21/22: Harmful by inhalation, in contact with skin and if swallowed
Safety Statements: 15-26-35-36/37-36
15: Keep away from heat
26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
35: This material and its container must be disposed of in a safe way
36/37: Wear suitable protective clothing and gloves
36: Wear suitable protective clothing
RIDADR: UN 3234 4.1/PG 2
WGK Germany: 2
RTECS: XT5950000
HazardClass: 6.1(b)
PackingGroup: III
Hazardous Substances Data: 80-11-5(Hazardous Substances Data)

Product Name

N-Methyl-N-nitrosotoluene-4-sulphonamide

Synthetic route

N-Methyl-N-nitrosotoluene-4-sulphonamide Chemical Properties

N-Methyl-N-nitrosotoluene-4-sulphonamide Toxicity Data With Reference

N-Methyl-N-nitrosotoluene-4-sulphonamide Safety Profile

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