1,3-Benzenedisulfonamide,4-amino-6-(trifluoromethyl)-(9CI) supplier

Name
4-Amino-6-(trifluoromethyl)benzene-1,3-disulfonamide
EINECS 211-506-8
CAS No. 654-62-6
Article Data17
CAS DataBase
Density 1.743g/cm³
Solubility
Melting Point 241-246 ºC
Formula C7H8 F3 N3 O4 S2
Boiling Point 562.8°C at 760 mmHg
Molecular Weight 319.285
Flash Point 294.2°C
Transport Information
Appearance
Safety S26;S36
Risk Codes R36/37/38
Molecular Structure
Hazard Symbols
Synonyms Toluene-2,4-disulfonamide,5-amino-a,a,a-trifluoro- (6CI,7CI,8CI); 2,4-Disulfamoyl-5-trifluoromethylaniline;4-Amino-6-(trifluoromethyl)-1,3-benzenedisulfonamide;5-Trifluoromethyl-2,4-disulfamoylaniline; NSC 44625
PSA 163.10000
LogP 3.72580

Synthetic route

: 73-48-3, 96782-95-5, 96782-96-6
bendroflumethiazide

: 654-62-6
4-amino-6-(trifluoromethyl)-1,3-benzenedisulfonamide

Conditions

Conditions	Yield
With sodium hydroxide In water reflux, 2 h; room temperature, 20 h;	68%

: 1479-95-4
5-Amino-α.α.α-trifluor-toluol-2.4-disulfonsaeuredichlorid

: 654-62-6
4-amino-6-(trifluoromethyl)-1,3-benzenedisulfonamide

Conditions

Conditions	Yield
With ammonia

: 1513-44-6
2-amino-4-trifluoromethyl-benzenesulfonic acid

: 654-62-6
4-amino-6-(trifluoromethyl)-1,3-benzenedisulfonamide

Conditions

Conditions	Yield
(i) ClSO3H, (heating), (ii) SOCl2, (iii) aq. NH3; Multistep reaction;

: 654-62-6
4-amino-6-(trifluoromethyl)-1,3-benzenedisulfonamide

: 67-52-7
BARBITURIC ACID

: 122-51-0
orthoformic acid triethyl ester

: 1345551-58-7
4-(trifluoromethyl)-6-{[(2,4,6-trioxotetrahydropyrimidin-5(2H)-ylidene)methyl]amino}benzene-1,3-disulfonamide

Conditions

Conditions	Yield
In iso-butanol for 3h; Reflux;	96%

...Expand

: 654-62-6
4-amino-6-(trifluoromethyl)-1,3-benzenedisulfonamide

: 643-79-8
o-phthalic dicarboxaldehyde

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

Conditions

Conditions	Yield
With hydrogenchloride In methanol at 20℃; for 24h;	93%

: 654-62-6
4-amino-6-(trifluoromethyl)-1,3-benzenedisulfonamide

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

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

Conditions

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

: 654-62-6
4-amino-6-(trifluoromethyl)-1,3-benzenedisulfonamide

: 79099-07-3
N-tert-butyloxycarbonylpiperidin-4-one

: 907624-95-7
spiro[2H-1,2,4-benzothiadiazine-7-(aminosulfonyl)-6-(trifluoromethyl)-1,1-dioxide-3(4H),4'-piperidine]-1'-carboxylic acid 1,1-dimethylethyl ester

Conditions

Conditions	Yield
In N,N-dimethyl-formamide for 5 - 7h; Heating / reflux;	91%

: 654-62-6
4-amino-6-(trifluoromethyl)-1,3-benzenedisulfonamide

: 16780-82-8
2-benzoylbenzaldehyde

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

Conditions

Conditions	Yield
With hydrogenchloride In methanol at 20℃; for 24h;	90%

: 654-62-6
4-amino-6-(trifluoromethyl)-1,3-benzenedisulfonamide

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

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

Conditions

Conditions	Yield
With hydrogenchloride In methanol at 20℃; for 24h;	86%

: 654-62-6
4-amino-6-(trifluoromethyl)-1,3-benzenedisulfonamide

: 504-17-6
4,6-dihydroxy-2-mercaptopyrimidine

: 122-51-0
orthoformic acid triethyl ester

: 1345551-69-0
4-{[(4,6-dioxo-2-thioxotetrahydropyrimidin-5(2H)-ylidene)methyl]amino}-6-(trifluoromethyl)benzene-1,3-disulfonamide

Conditions

Conditions	Yield
In iso-butanol for 3h; Reflux;	85%

...Expand

: 654-62-6
4-amino-6-(trifluoromethyl)-1,3-benzenedisulfonamide

: 122-78-1
phenylacetaldehyde

: 1087345-31-0
(R)-bendroflumethiazide

Conditions

Conditions	Yield
With C64H73O4P In dichloromethane at 20℃; for 168h; Inert atmosphere; Molecular sieve; optical yield given as %ee; enantioselective reaction;	80%

: 654-62-6
4-amino-6-(trifluoromethyl)-1,3-benzenedisulfonamide

: 66-25-1
hexanal

: 1087345-32-1
(R)-penflutizide

Conditions

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

: 654-62-6
4-amino-6-(trifluoromethyl)-1,3-benzenedisulfonamide

: 7149-49-7
2,3-naphthalenedicarboxaldehyde

: 3-Sulfamoyl-2-trifluoromethyl-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;	64%

: 654-62-6
4-amino-6-(trifluoromethyl)-1,3-benzenedisulfonamide

: 167961-86-6
3-Benzoylpyridine-2-carbaldehyde

: 11-Phenyl-3-sulfamoyl-2-trifluoromethyl-11H-pyrido<2',3':3,4>pyrrolo<2,1-c><1,2,4>benzothiadiazine 5,5-dioxide

Conditions

Conditions	Yield
With hydrogenchloride In methanol at 20℃; for 24h;	49%

: 654-62-6
4-amino-6-(trifluoromethyl)-1,3-benzenedisulfonamide

: 907625-32-5
Benzaldehyde,3,5-bis[(nitrooxy)methyl]

: 2H-1,2,4-benzothiadiazine-7-sulfonamide-3-[3,5-bis[(nitrooxy)methyl]phenyl]-3,4-dihydro-6-(trifluoromethyl)-1,1-dioxide

Conditions

Conditions	Yield
With toluene-4-sulfonic acid In 1,4-dioxane for 5h; Heating / reflux;	45%

: 654-62-6
4-amino-6-(trifluoromethyl)-1,3-benzenedisulfonamide

: 907625-40-5
5,5-dimethyl-1,3-dioxane-2-butanol nitrate

: 3,4-dihydro-3-[4-(nitrooxy)butyl]-6-(trifluoromethyl)-2H-1,2,4-benzothiadiazine-7-sulfonamide 1,1-dioxide

Conditions

Conditions	Yield
With hydrogenchloride In 1,4-dioxane; water Heating / reflux;	38%

: 654-62-6
4-amino-6-(trifluoromethyl)-1,3-benzenedisulfonamide

: 7040-25-7
3,4-diformylfuran

: 3-(4-Formylfuran-3-yl)-7-sulfamoyl-6-trifluoromethyl-3,4-dihydro-2H-<1,2,4>benzothiadiazine 1,1-dioxide

Conditions

Conditions	Yield
In methanol at 20℃; for 48h;	34%

: 176-32-9
1,4-dioxaspiro[4.4]nonane

: 654-62-6
4-amino-6-(trifluoromethyl)-1,3-benzenedisulfonamide

: 2806-04-4
1,1-dioxo-6-trifluoromethyl-1,4-dihydro-2H-1λ6-spiro[benzo[1,2,4]thiadiazine-3,1'-cyclopentane]-7-sulfonic acid amide

Conditions

Conditions	Yield
With sulfuric acid; butan-1-ol
With sulfuric acid In butan-1-ol Heating;

: 654-62-6
4-amino-6-(trifluoromethyl)-1,3-benzenedisulfonamide

: 50-00-0
formaldehyd

: 135-09-1
hydroflumenthiazide

Conditions

Conditions	Yield
With sulfuric acid
With hydrogenchloride In ethanol
In water
In ethanol for 2h; Heating;
With hydrogenchloride Heating;

: 654-62-6
4-amino-6-(trifluoromethyl)-1,3-benzenedisulfonamide

: 75-07-0
acetaldehyde

: 794-76-3
3-methyl-1,1-dioxo-6-trifluoromethyl-1,2,3,4-tetrahydro-1λ6-benzo[1,2,4]thiadiazine-7-sulfonic acid amide

Conditions

Conditions	Yield
With sulfuric acid; water
In ethanol Heating;
With hydrogenchloride Heating;

: 654-62-6
4-amino-6-(trifluoromethyl)-1,3-benzenedisulfonamide

: 77-76-9
2,2-dimethoxy-propane

: 3110-35-8
3,3-dimethyl-1,1-dioxo-6-trifluoromethyl-1,2,3,4-tetrahydro-1λ6-benzo[1,2,4]thiadiazine-7-sulfonic acid amide

: 177-10-6
1,3-dioxolane-2-spirocyclohexane

: 654-62-6
4-amino-6-(trifluoromethyl)-1,3-benzenedisulfonamide

: 1241-88-9
1,1-dioxo-6-trifluoromethyl-1,4-dihydro-2H-1λ6-spiro[benzo[1,2,4]thiadiazine-3,1'-cyclohexane]-7-sulfonic acid amide

Conditions

Conditions	Yield
With sulfuric acid In butan-1-ol Heating;

: 98-01-1
furfural

: 654-62-6
4-amino-6-(trifluoromethyl)-1,3-benzenedisulfonamide

: 1763-86-6
3-furan-2-yl-1,1-dioxo-6-trifluoromethyl-1,2,3,4-tetrahydro-1λ6-benzo[1,2,4]thiadiazine-7-sulfonic acid amide

Conditions

Conditions	Yield
With hydrogenchloride Heating;

: 625-34-3
3-oxobutyraldehyde

: 654-62-6
4-amino-6-(trifluoromethyl)-1,3-benzenedisulfonamide

: 800-95-3
1,1-dioxo-3-(2-oxo-propyl)-6-trifluoromethyl-1,2,3,4-tetrahydro-1λ6-benzo[1,2,4]thiadiazine-7-sulfonic acid amide

Conditions

Conditions	Yield
With hydrogenchloride In N,N-dimethyl-formamide

: 104-53-0
3-phenyl-propionaldehyde

: 654-62-6
4-amino-6-(trifluoromethyl)-1,3-benzenedisulfonamide

: 1691-69-6
1,1-dioxo-3-phenethyl-6-trifluoromethyl-1,2,3,4-tetrahydro-1λ6-benzo[1,2,4]thiadiazine-7-sulfonic acid amide

Conditions

Conditions	Yield
With hydrogenchloride In ethanol Heating;

: 1073-67-2
4-vinylbenzyl chloride

: 654-62-6
4-amino-6-(trifluoromethyl)-1,3-benzenedisulfonamide

: 1550-92-1
3-(4-chloro-benzyl)-1,1-dioxo-6-trifluoromethyl-1,2,3,4-tetrahydro-1λ6-benzo[1,2,4]thiadiazine-7-sulfonic acid amide

Conditions

Conditions	Yield
(i) aq. H2O2, HCO2H, (ii) /BRN= 1164542/, aq. H2SO4; Multistep reaction;

: 654-62-6
4-amino-6-(trifluoromethyl)-1,3-benzenedisulfonamide

: 622-97-9
1-ethenyl-4-methylbenzene

: 14471-82-0
3-(4-methyl-benzyl)-1,1-dioxo-6-trifluoromethyl-1,2,3,4-tetrahydro-1λ6-benzo[1,2,4]thiadiazine-7-sulfonic acid amide

Conditions

Conditions	Yield
(i) aq. H2O2, HCO2H, (ii) /BRN= 1164542/, aq. H2SO4; Multistep reaction;

: 654-62-6
4-amino-6-(trifluoromethyl)-1,3-benzenedisulfonamide

: 100-80-1
3-methylstyrene

: 14471-81-9
3-(3-methyl-benzyl)-1,1-dioxo-6-trifluoromethyl-1,2,3,4-tetrahydro-1λ6-benzo[1,2,4]thiadiazine-7-sulfonic acid amide

Conditions

Conditions	Yield
(i) aq. H2O2, HCO2H, (ii) /BRN= 1164542/, aq. H2SO4; Multistep reaction;

: 654-62-6
4-amino-6-(trifluoromethyl)-1,3-benzenedisulfonamide

: 20818-96-6
8-cyclohexyl-1,4-dioxaspiro[4.5]decane

: 3849-89-6
4'-cyclohexyl-1,1-dioxo-6-trifluoromethyl-1,4-dihydro-2H-1λ6-spiro[benzo[1,2,4]thiadiazine-3,1'-cyclohexane]-7-sulfonic acid amide

Conditions

Conditions	Yield
With sulfuric acid In butan-1-ol Heating;

: 654-62-6
4-amino-6-(trifluoromethyl)-1,3-benzenedisulfonamide

: 5703-26-4
4-Methoxyphenylacetaldehyde

: 1895-56-3
3-(4-methoxy-benzyl)-1,1-dioxo-6-trifluoromethyl-1,2,3,4-tetrahydro-1λ6-benzo[1,2,4]thiadiazine-7-sulfonic acid amide

Conditions

Conditions	Yield
With hydrogenchloride Heating;

: 654-62-6
4-amino-6-(trifluoromethyl)-1,3-benzenedisulfonamide

: 110-62-3
pentanal

: 2796-29-4
3-butyl-1,1-dioxo-6-trifluoromethyl-1,2,3,4-tetrahydro-1λ6-benzo[1,2,4]thiadiazine-7-sulfonic acid amide

Conditions

Conditions	Yield
With hydrogenchloride In ethanol Heating;
With hydrogenchloride Heating;

: 654-62-6
4-amino-6-(trifluoromethyl)-1,3-benzenedisulfonamide

: 405-99-2
para-fluorostyrene

: 14471-83-1
3-(4-fluoro-benzyl)-1,1-dioxo-6-trifluoromethyl-1,2,3,4-tetrahydro-1λ6-benzo[1,2,4]thiadiazine-7-sulfonic acid amide

Conditions

Conditions	Yield
(i) aq. H2O2, HCO2H, (ii) /BRN= 1164542/, aq. H2SO4; Multistep reaction;

1,3-Benzenedisulfonamide,4-amino-6-(trifluoromethyl)-(9CI) Chemical Properties

The Molecular Structure of 1,3-Benzenedisulfonamide,4-amino-6-(trifluoromethyl)-(9CI) (CAS NO.654-62-6):

Empirical Formula: C₇H₈F₃N₃O₄S₂
Molecular Weight: 319.2813
IUPAC Name: 4-amino-6-(trifluoromethyl)benzene-1,3-disulfonamide
Nominal Mass: 319 Da
Average Mass: 319.2813 Da
Monoisotopic Mass: 318.99083 Da
Index of Refraction: 1.571
Molar Refractivity: 60.23 cm³
Molar Volume: 183.1 cm³
Surface Tension: 60.4 dyne/cm
Density: 1.743 g/cm³
Flash Point: 294.2 °C
Enthalpy of Vaporization: 84.59 kJ/mol
Boiling Point: 562.8 °C at 760 mmHg
Vapour Pressure: 1.09E-12 mmHg at 25°C
InChI
InChI=1/C7H8F3N3O4S2/c8-7(9,10)3-1-4(11)6(19(13,16)17)2-5(3)18(12,14)15/h1-2H,11H2,(H2,12,14,15)(H2,13,16,17)
Smiles
S(c1cc(S(=O)(=O)N)c(cc1N)C(F)(F)F)(=O)(=O)N

1,3-Benzenedisulfonamide,4-amino-6-(trifluoromethyl)-(9CI) Uses

1,3-Benzenedisulfonamide,4-amino-6-(trifluoromethyl)-(9CI) (CAS NO.654-62-6) can be used as intermediate of benzyl fluoride hydrochlorothiazide.

1,3-Benzenedisulfonamide,4-amino-6-(trifluoromethyl)-(9CI) Safety Profile

Hazard Codes: Irritant Xi
Risk Statements: 36/37/38
R36/37/38: Irritating to eyes, respiratory system and skin
Safety Statements: 26-36
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
S36: Wear suitable protective clothing
WGK Germany: 3

1,3-Benzenedisulfonamide,4-amino-6-(trifluoromethyl)-(9CI) Specification

1,3-Benzenedisulfonamide,4-amino-6-(trifluoromethyl)-(9CI) (CAS NO.654-62-6) is also called as 2,4-Disulfamyl-5-trifluoromethylaniline ; 5-Amino-alpha,alpha,alpha-trifluorotoluene-2,4-disulfonamide ; 5-Amino-alpha,alpha,alpha-trifluorotoluene-2,4-disulphonamide .

Product Name

4-Amino-6-(trifluoromethyl)benzene-1,3-disulfonamide

Synthetic route

1,3-Benzenedisulfonamide,4-amino-6-(trifluoromethyl)-(9CI) Chemical Properties

1,3-Benzenedisulfonamide,4-amino-6-(trifluoromethyl)-(9CI) Uses

1,3-Benzenedisulfonamide,4-amino-6-(trifluoromethyl)-(9CI) Safety Profile

1,3-Benzenedisulfonamide,4-amino-6-(trifluoromethyl)-(9CI) Specification

Related Products

Hot Products