4-Amino-6-chlorobenzene-1,3-disulfonamide supplier

Name
4-Amino-6-chlorobenzene-1,3-disulfonamide
EINECS 204-463-1
CAS No. 121-30-2
Article Data57
CAS DataBase
Density 1.768 g/cm³
Solubility
Melting Point 254.5 ºC
Formula C₆H₈ClN₃O₄S₂
Boiling Point 614.4 ºC at 760 mmHg
Molecular Weight 285.732
Flash Point 325.4 ºC
Transport Information
Appearance white to almost white crystalline powder
Safety 28-36/37
Risk Codes 23/24-33
Molecular Structure
Hazard Symbols T
Synonyms m-Benzenedisulfonamide,4-amino-6-chloro- (8CI);1-Amino-5-chloro-2,4-benzenedisulfonamide;3-Chloro-4,6-disulfamoylaniline;4-Amino-6-chloro-1,3-benzenedisulfonamide;4-Amino-6-chloro-m-benzenedisulfonamide;5-Chloro-2,4-disulfamoylaniline;Chloraminophenamide;Chloroaminophenamide;Idorese;NSC 93772;Salamid;Salamide;Salamide (diuretic);Salmid;Su 5683;
PSA 163.10000
LogP 3.36040

Synthetic route

: 671-89-6
4-amino-6-chloro-benzene-1,3-disulfonyl chloride

: 121-30-2
chloraminophenamide

Conditions

Conditions	Yield
With ammonia

: 1824-58-4, 126048-38-2, 126048-39-3
d-ethiazide

A: 121-30-2
chloraminophenamide

: 1824-58-4, 126048-38-2, 126048-39-3
l-ethiazide

Conditions

Conditions	Yield
With water at 37℃; phosphate buffer (pH: 7.4); or with human serum albumin;
With water at 37℃; Rate constant; phosphate buffer (pH: 7.4); or with human serum albumin;

: 1824-58-4, 126048-38-2, 126048-39-3
l-ethiazide

A: 121-30-2
chloraminophenamide

: 1824-58-4, 126048-38-2, 126048-39-3
d-ethiazide

Conditions

Conditions	Yield
With water at 37℃; phosphate buffer (pH: 7.4); or with human serum albumin;
With water at 37℃; Rate constant; phosphate buffer (pH: 7.4); or with human serum albumin;

: 67-56-1
methanol

: 58-93-5
6-chloro-3,4-dihydro-2H-1,2,4-benzothiadiazine-7-sulfonamide 1,1-dioxide

A: 121-30-2
chloraminophenamide

B: 40642-90-8
4-amino-1,3-benzenedisulfonamide

C: 4-Amino-6-hydroxy-benzene-1,3-disulfonic acid diamide

D: 6-Hydroxy-1,1-dioxo-1,2,3,4-tetrahydro-1λ6-benzo[1,2,4]thiadiazine-7-sulfonic acid amide

E: 23141-82-4
3,4-dihydro-2H-1,2,4-benzothiadiazine-7-sulfonamide 1,1-dioxide

F: 32059-40-8
6-methoxy-3,4-dihydro-2H-1,2,4-benzothiadiazine-7-sulfonamide 1,1-dioxide

Conditions

Conditions	Yield
In water Product distribution; Mechanism; Irradiation; multistep reaction, photholytic decomposition; also in pure MeOH; effect of O2;

...Expand

: 58-93-5
6-chloro-3,4-dihydro-2H-1,2,4-benzothiadiazine-7-sulfonamide 1,1-dioxide

: 121-30-2
chloraminophenamide

Conditions

Conditions	Yield
In methanol for 2160h; Product distribution; Ambient temperature; stability study; further temperature, further solvent;
With sodium hydroxide at 95℃; for 1h;
With sodium hydroxide at 80℃; for 3.5h;
With hydrogenchloride In methanol; propan-1-ol; water for 80h; Kinetics;

: 58-93-5
6-chloro-3,4-dihydro-2H-1,2,4-benzothiadiazine-7-sulfonamide 1,1-dioxide

A: 121-30-2
chloraminophenamide

B: 50-00-0
formaldehyd

Conditions

Conditions	Yield
In ethanol at 90℃; for 528h; Equilibrium constant; Kinetics; Thermodynamic data; other temperature and time;

: 133-67-5
trichloromethiazide

: 121-30-2
chloraminophenamide

Conditions

Conditions	Yield
pyrographite hydrolysis of benzothiadiazines;
pyrographite hydrolysis;
With water In ethanol at 35℃; Kinetics; Temperature; Solvent; pH-value; Concentration;

: 133-99-3, 490-37-9, 2152-98-9, 4482-75-1, 5965-66-2, 13299-27-9, 13360-52-6, 14641-93-1, 15548-43-3, 16462-44-5, 16984-36-4, 16984-38-6, 20869-27-6, 22688-72-8, 27452-49-9, 29276-55-9, 30608-12-9, 34481-13-5, 37169-60-1, 37169-64-5, 64234-01-1, 64234-02-2, 75281-88-8, 80446-85-1, 84413-57-0, 92344-56-4, 93221-87-5, 93301-77-0, 94799-29-8, 100427-98-3, 100428-00-0, 101312-82-7, 102046-24-2, 102046-25-3, 109432-00-0, 109432-02-2, 109432-04-4, 109432-08-8, 135268-49-4, 138231-26-2, 140461-59-2, 145414-22-8, 145414-26-2, 146339-75-5, 146339-76-6, 149116-55-2
Lactose

: 58-93-5
6-chloro-3,4-dihydro-2H-1,2,4-benzothiadiazine-7-sulfonamide 1,1-dioxide

A: 121-30-2
chloraminophenamide

B: 6-Chloro-1,1-dioxo-1,2,3,4-tetrahydro-1λ6-benzo[1,2,4]thiadiazine-7-sulfonic acid [(2R,3R,4R,5S,6R)-3,4-dihydroxy-6-hydroxymethyl-5-((2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-yl]-amide

Conditions

Conditions	Yield
In water at 60℃; for 336000h; pH=5.2; Substitution;

...Expand

: 1824-58-4, 126048-38-2, 126048-39-3
d-ethiazide

: 121-30-2
chloraminophenamide

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: water / 37 °C / phosphate buffer (pH: 7.4); or with human serum albumin 2: water / 37 °C / phosphate buffer (pH: 7.4); or with human serum albumin View Scheme

: 108-42-9
3-chloro-aniline

: 121-30-2
chloraminophenamide

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: ClSO3H 2: NH3 View Scheme
Multi-step reaction with 2 steps 1: ClSO3H, NaCl / 150 °C 2: NH3 View Scheme

: 58-93-5
6-chloro-3,4-dihydro-2H-1,2,4-benzothiadiazine-7-sulfonamide 1,1-dioxide

A: 121-30-2
chloraminophenamide

B: 6-chloro-2-oxo-3,4-dihydro-2H-1,2,4-benzothiadiazine-7-sulfonamide 1,1-dioxide

Conditions

Conditions	Yield
With dihydrogen peroxide at 80℃; for 2h;

: 121-30-2
chloraminophenamide

: 7424-91-1
methyl 3,3-dimethoxypropionate

: 2H-1,2,4-benzothiadiazine-7-(aminosulfonyl)-6-chloro-3,4-dihydro-1,1-dioxide-3-acetic acid methyl ester

Conditions

Conditions	Yield
With hydrogenchloride In 1,4-dioxane; water at 40 - 90℃; for 0.5h;	100%

: 121-30-2
chloraminophenamide

: 7252-83-7
1-bromo-2,2-dimethoxyethane

: 7181-60-4
3-bromomethyl-6-chloro-1,1-dioxo-1,2,3,4-tetrahydro-1λ6-benzo[1,2,4]thiadiazine-7-sulfonic acid amide

Conditions

Conditions	Yield
With hydrogen bromide In 1,4-dioxane; water at 100 - 120℃; for 0.333333h;	100%

: 121-30-2
chloraminophenamide

: 4509-90-4
5-bromovaleroyl chloride

: 907625-19-8
N-[2,4-bis(aminosulfonyl)-5-chlorophenyl]-5-bromo-pentanamide

Conditions

Conditions	Yield
In 1,4-dioxane for 2h; Heating / reflux;	98%

: 121-30-2
chloraminophenamide

: 64-18-6
formic acid

: 58-94-6
chlorothiazide

Conditions

Conditions	Yield
With sulfuric acid	95%
With sulfuric acid

: 121-30-2
chloraminophenamide

: 79-30-1
isobutyryl chloride

: 825631-79-6
N-(5-chloro-2,4-disulfamoyl-phenyl)-isobutyramide

Conditions

Conditions	Yield
In tetrahydrofuran for 8h; Heating;	94%

: 121-30-2
chloraminophenamide

: 50-00-0
formaldehyd

: 58-93-5
6-chloro-3,4-dihydro-2H-1,2,4-benzothiadiazine-7-sulfonamide 1,1-dioxide

Conditions

Conditions	Yield
In water Reflux;	92%
In ethanol at 90℃; for 384h;	8.36%
With hydrogenchloride; ethyl acetate

: 121-30-2
chloraminophenamide

: 25705-34-4
2-(2-oxoethyl)benzaldehyde

: 9-chloro-8-sulfamoyl-4b,5-dihydroisoquino<1,2-c><1,2,4>benzothiadiazine 6,6 dioxide

Conditions

Conditions	Yield
With hydrogenchloride In methanol at 20℃;	91%

: 121-30-2
chloraminophenamide

: 89373-67-1
4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-heptadecafluoroundecanoylchloride

: N-(2,4-disulfamoyl 5-chloro phenyl) 2,2,3,3-tetrahydryl-F-undecanamide

Conditions

Conditions	Yield
In 1,4-dioxane Heating;	90%

: 121-30-2
chloraminophenamide

: 18704-37-5
quinoline-8-sulfonyl chloride

: 4-chloro-6-(quinoline-8-sulfonylamino)-benzene-1,3-disulfonic acid diamide

Conditions

Conditions	Yield
With triethylamine In acetonitrile at 4℃; Alkylation;	90%

: 121-30-2
chloraminophenamide

: 335-64-8
pentadecafluorooctanoyl chloride

: 2,2,3,3,4,4,5,5,6,6,7,7,8,8,8-Pentadecafluoro-octanoic acid (5-chloro-2,4-disulfamoyl-phenyl)-amide

Conditions

Conditions	Yield
In 1,4-dioxane Heating;	87%

: 121-30-2
chloraminophenamide

: 67-56-1
methanol

: 40642-90-8
4-amino-1,3-benzenedisulfonamide

Conditions

Conditions	Yield
In water Product distribution; Mechanism; Irradiation; multistep reaction, photholytic decomposition; also in pure MeOH;	85%

: 121-30-2
chloraminophenamide

: 16780-82-8
2-benzoylbenzaldehyde

: 2-Chloro-3-sulfamoyl-11-phenyl-11H-isoindolo<1,2-c><1,2,4>benzothiadiazine 5,5-dioxide

Conditions

Conditions	Yield
With hydrogenchloride In methanol at 20℃; for 24h;	85%

: 121-30-2
chloraminophenamide

: 335-53-5
undecafluorohexanoyl chloride

: 2,2,3,3,4,4,5,5,6,6,6-Undecafluoro-hexanoic acid (5-chloro-2,4-disulfamoyl-phenyl)-amide

Conditions

Conditions	Yield
In 1,4-dioxane Heating;	81%

: 121-30-2
chloraminophenamide

: 43073-12-7
4,5-dimethoxy-phthalaldehyde

: 2-Chloro-3-sulfamoyl-8,9-dimethoxy-11H-isoindolo<1,2-c><1,2,4>benzothiadiazine 5,5-dioxide

Conditions

Conditions	Yield
With hydrogenchloride In methanol at 20℃; for 24h;	81%

: 121-30-2
chloraminophenamide

: 590-86-3
isovaleraldehyde

: 96783-07-2
(R)-thiabutazide

Conditions

Conditions	Yield
With C64H73O4P In dichloromethane at 20℃; for 168h; Inert atmosphere; Molecular sieve; optical yield given as %ee; enantioselective reaction;	81%

: 121-30-2
chloraminophenamide

: 7149-49-7
2,3-naphthalenedicarboxaldehyde

: 2-Chloro-3-sulfamoyl-13H-benzo<5,6>isoindolo<1,2-c><1,2,4>benzothiadiazine 5,5-dioxide

Conditions

Conditions	Yield
With hydrogenchloride In methanol at 20℃; for 24h;	80%

: 121-30-2
chloraminophenamide

: 590-86-3
isovaleraldehyde

: 2043-38-1, 96782-77-3
butizide

Conditions

Conditions	Yield
With 2,6-bis[(3aR,8aS)-3a,8a-dihydro-8H-indeno[1,2-d]oxazolin-2-yl]pyridine; scandium tris(trifluoromethanesulfonate) In dichloromethane at -40℃; for 24h; Molecular sieve; Schlenk technique;	79%
With hydrogenchloride In diethylene glycol dimethyl ether Heating;
With hydrogenchloride In ethanol Heating;
With hydrogenchloride Heating;

: 121-30-2
chloraminophenamide

: 41979-39-9
4-piperidone hydrochloride

: 6451-58-7
spiro[2H-1,2,4-benzothiadiazine-3(4H),4'-piperidine]-7-sulfonamide-6-chloro-1,1-dioxide monohydrochloride

Conditions

Conditions	Yield
toluene-4-sulfonic acid In N,N-dimethyl acetamide; toluene at 180 - 200℃; for 3 - 4h;	76.4%

: 121-30-2
chloraminophenamide

: 5-bromo-2-isocyanatobenzofuran

: 3-(5-bromo-1-benzofuran-2-yl)-1-(5-chloro-2,4-disulfamoylphenyl)urea

Conditions

Conditions	Yield
In toluene for 6h; Reflux;	75%

: 121-30-2
chloraminophenamide

: 5623-81-4
2-cyclopentylacetaldehyde

: 1087345-33-2
(R)-cyclopenthiazide

Conditions

Conditions	Yield
With C64H73O4P In dichloromethane at 20℃; for 168h; Inert atmosphere; Molecular sieve; optical yield given as %ee; enantioselective reaction;	74%

: 121-30-2
chloraminophenamide

: 64-17-5
ethanol

: 890-67-5
(+/-)-6-chloro-3-methyl-3,4-dihydro-2H-1,2,4-benzothiadiazine-7-sulfonamide 1,1-dioxide

Conditions

Conditions	Yield
With tert.-butylhydroperoxide at 110℃; for 12h;	73%

: 121-30-2
chloraminophenamide

: 590-86-3
isovaleraldehyde

: C11H16ClN3O4S2

Conditions

Conditions	Yield
With C60H96O10 In toluene at 20℃; for 70h; Inert atmosphere; Schlenk technique; Molecular sieve;	72%

: 121-30-2
chloraminophenamide

: 3739-94-4
2,6-Pyridinedicarbonyl dichloride

: N2,N6-bis(5-chloro-2,4-disulfamoylphenyl)pyridine-2,6-dicarboxamide

Conditions

Conditions	Yield
In dichloromethane; acetone at 20℃; for 12h;	72%

: 121-30-2
chloraminophenamide

: 375-16-6
heptafluorobutyryl chloride

: N-(5-Chloro-2,4-disulfamoyl-phenyl)-2,2,3,3,4,4,4-heptafluoro-butyramide

Conditions

Conditions	Yield
In 1,4-dioxane Heating;	70%

: 121-30-2
chloraminophenamide

: 3046-49-9
[14C]formaldehyde

: 1441369-99-8
[3-14C]hydrochlorothiazide

Conditions

Conditions	Yield
In tetrahydrofuran at -78 - 140℃; Microwave irradiation;	69%

: 121-30-2
chloraminophenamide

: 67-56-1
methanol

: 58-93-5
6-chloro-3,4-dihydro-2H-1,2,4-benzothiadiazine-7-sulfonamide 1,1-dioxide

Conditions

Conditions	Yield
With tert.-butylhydroperoxide at 110℃; for 12h;	63%

: 121-30-2
chloraminophenamide

: 74724-36-0
2-bromo-4-chlorobenzene-1,5-disulfonamide

Conditions

Conditions	Yield
Stage #1: chloraminophenamide With sulfuric acid; sodium nitrite In acetonitrile at 0 - 40℃; Stage #2: With copper(ll) bromide In water; acetonitrile at 0 - 80℃;	62%

: 121-30-2
chloraminophenamide

: C10H7NO2

: 1-(5-chloro-2,4-disulfamoylphenyl)-3-(3-methyl-1-benzofuran-2-yl)urea

Conditions

Conditions	Yield
In toluene for 6h; Reflux;	61%

: 121-30-2
chloraminophenamide

: C15H15N3OS

: 4-chloro-6-((3-(3-methylbenzo[4,5]imidazo[2,1-b]thiazol-2-yl)-3-oxoprop-1-en-1-yl)amino)benzene-1,3-disulfonamide

Conditions

Conditions	Yield
With acetic acid for 5h; Reflux;	60%

: 121-30-2
chloraminophenamide

: 643-79-8
o-phthalic dicarboxaldehyde

: 2-Chloro-3-sulfamoyl-11H-isoindolo<1,2-c><1,2,4>benzothiadiazine 5,5-dioxide

Conditions

Conditions	Yield
With hydrogenchloride In methanol at 20℃; for 24h;	59%

4-Amino-6-chlorobenzene-1,3-disulfonamide Chemical Properties

The Molecular Structure of 1,3-Benzenedisulfonamide,4-amino-6-chloro- (CAS NO.121-30-2):

Empirical Formula: C₆H₈ClN₃O₄S₂
Molecular Weight: 285.7284
IUPAC Name: 4-Amino-6-chlorobenzene-1,3-disulfonamide
Product Categories: Phenyls & Phenyl-Het;Phenyls & Phenyl-Het
Nominal Mass: 285 Da
Average Mass: 285.7284 Da
Monoisotopic Mass: 284.964473 Da
Index of Refraction: 1.666
Molar Refractivity: 60.07 cm³
Molar Volume: 161.5 cm³
Surface Tension: 81.6 dyne/cm
Density: 1.768 g/cm³
Flash Point: 325.4 °C
Enthalpy of Vaporization: 91.17 kJ/mol
Boiling Point: 614.4 °C at 760 mmHg
Vapour Pressure: 4.98E-15 mmHg at 25 °C
Melting Point: 254.5 °C
log P (octanol-water): -0.41
Atmospheric OH Rate Constant: 3.46E-12 cm³/molecule-sec at 25 °C
InChI: InChI=1/C6H8ClN3O4S2/c7-3-1-4(8)6(16(10,13)14)2-5(3)15(9,11)12/h1-2H,8H2,(H2,9,11,12)(H2,10,13,14)
Smiles: O=S(=O)(N)c1c(N)cc(c(S(=O)(=O)N)c1)Cl

4-Amino-6-chlorobenzene-1,3-disulfonamide Uses

1,3-Benzenedisulfonamide,4-amino-6-chloro- (CAS NO.121-30-2) is used as pharmaceutical intermediates,and also can be used for synthesis of hydrochlorothiazide and other bulk drugs.

4-Amino-6-chlorobenzene-1,3-disulfonamide Safety Profile

Hazard Codes: Toxic T
Risk Statements: 23/24-33
R23/24/25: Toxic by inhalation, in contact with skin and if swallowed
R33: Danger of cumulative effects
Safety Statements: 28-36/37
S28: After contact with skin, wash immediately with plenty of soap-suds
S36/37: Wear suitable protective clothing and gloves
WGK Germany: 3

4-Amino-6-chlorobenzene-1,3-disulfonamide Specification

1,3-Benzenedisulfonamide,4-amino-6-chloro- (CAS NO.121-30-2) is also called as 4-Amino-6-chloro-1,3-benzenedisulfonamide ; Chloraminophenamide ; 3-Chloro-4,6-disulfamoylaniline ; 4-Amino-6-chloro-m-benzenedisulfonamide ; 5-Chloro-2,4-disulfamoylaniline ; Chloraminophenamide ; Chloroaminophenamide ; 4-Amino-6-chlorobenzene-1,3-disulphonamide ; m-Benzenedisulfonamide, 4-amino-6-chloro- (8CI) .

Product Name

4-Amino-6-chlorobenzene-1,3-disulfonamide

Synthetic route

4-Amino-6-chlorobenzene-1,3-disulfonamide Chemical Properties

4-Amino-6-chlorobenzene-1,3-disulfonamide Uses

4-Amino-6-chlorobenzene-1,3-disulfonamide Safety Profile

4-Amino-6-chlorobenzene-1,3-disulfonamide Specification

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