5-Sulfoanthranilic acid supplier

Name
5-Sulfoanthranilic acid
EINECS 222-697-2
CAS No. 3577-63-7
Article Data20
CAS DataBase
Density 1.709 g/cm³
Solubility
Melting Point 317 °C
Formula C₇H₇NO₅S
Boiling Point
Molecular Weight 217.202
Flash Point
Transport Information
Appearance off-pink powder
Safety
Risk Codes
Molecular Structure
Hazard Symbols
Synonyms Anthranilicacid, 5-sulfo- (6CI,7CI,8CI);2-Amino-1-carboxybenzene-5-sulfonic acid;2-Amino-5-sulfobenzoic acid;2-Carboxy-4-sulfoaniline;4-Amino-3-carboxybenzenesulfonic acid;4-Sulfo-2-carboxyaniline;5-Sulfoanthranilic acid;
PSA 126.07000
LogP 1.87570

Synthetic route

: 483-20-5
indigo 5,5'-disulfonic acid

: 3577-63-7
2-amino-5-sulfo-benzoic acid

Conditions

Conditions	Yield
Stage #1: indigo-5,5'-disulfonic acid With bromamine B; sodium hydroxide; palladium dichloride In water; acetonitrile at 60℃; for 3.66667h; pH=12; Stage #2: In water Acidic conditions;	94%

: 118-92-3
anthranilic acid

: 3577-63-7
2-amino-5-sulfo-benzoic acid

Conditions

Conditions	Yield
With fuming sulphuric acid at 0 - 180℃; for 2h; Reflux;	82%
With fuming sulphuric acid; sulfur trioxide at 0 - 180℃; for 2h; Cooling with ice;	76%
	57%

: 118-48-9
isatoic anhydride

: 3577-63-7
2-amino-5-sulfo-benzoic acid

Conditions

Conditions	Yield
With sulfuric acid Erwaermen des Reaktionsprodukts mit wss. Natriumcarbonat-Loesung;

: 7313-70-4
isatin-5-monosulphonic acid

: 3577-63-7
2-amino-5-sulfo-benzoic acid

Conditions

Conditions	Yield
With sodium hydroxide; dihydrogen peroxide

: 41513-78-4
2-phthalimidobenzoic acid

: 3577-63-7
2-amino-5-sulfo-benzoic acid

Conditions

Conditions	Yield
With sulfuric acid at 180℃;

: 195452-57-4
2-bromo-5-sulfo-benzoic acid

: 3577-63-7
2-amino-5-sulfo-benzoic acid

Conditions

Conditions	Yield
With ammonia at 160 - 180℃;

: 118-92-3
anthranilic acid

A: 3577-63-7
2-amino-5-sulfo-benzoic acid

B: 121-57-3
4-aminobenzene sulfonic acid

Conditions

Conditions	Yield
With sulfuric acid at 180℃;

: 2,2'-dicarboxydianilinium sulfate

: 3577-63-7
2-amino-5-sulfo-benzoic acid

Conditions

Conditions	Yield
at 250℃; under 60 Torr; Solid phase reaction;

: 7664-93-9
sulfuric acid

: 118-92-3
anthranilic acid

: 3577-63-7
2-amino-5-sulfo-benzoic acid

Conditions

Conditions	Yield
Erhitzen des Reaktionsprodukts unter vermindertem Druck bis auf 220grad;
Erhitzen des Reaktionsprodukts unter vermindertem Druck bis auf 220grad;

: 7790-94-5
chlorosulfonic acid

: 7664-93-9
sulfuric acid

: 118-92-3
anthranilic acid

: 3577-63-7
2-amino-5-sulfo-benzoic acid

Conditions

Conditions	Yield
at 90 - 150℃;

...Expand

: 7790-94-5
chlorosulfonic acid

: 118-92-3
anthranilic acid

: 98-95-3
nitrobenzene

: 3577-63-7
2-amino-5-sulfo-benzoic acid

...Expand

: 7664-93-9
sulfuric acid

: 7446-11-9
sulfur trioxide

: 118-92-3
anthranilic acid

A: 3577-63-7
2-amino-5-sulfo-benzoic acid

B: 121-57-3
4-aminobenzene sulfonic acid

Conditions

Conditions	Yield
at 180℃;

...Expand

hydrogen sulfate of/the/ anthranilic acid: hydrogen sulfate of/the/ anthranilic acid

: 3577-63-7
2-amino-5-sulfo-benzoic acid

Conditions

Conditions	Yield
at 220℃;
at 220℃;

: 118-92-3
anthranilic acid

isopentenylnitrit: isopentenylnitrit

: 3577-63-7
2-amino-5-sulfo-benzoic acid

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: H2SO4 / 20 °C 2: 250 °C / 60 Torr View Scheme

: 88-65-3
2-bromobenzoic-acid

: 3577-63-7
2-amino-5-sulfo-benzoic acid

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: sulfuric acid 2: alcoholic ammonia / 160 - 180 °C View Scheme

: 121-57-3
4-aminobenzene sulfonic acid

: 3577-63-7
2-amino-5-sulfo-benzoic acid

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: NH2OH+HCl; Na2SO4; H2O / Erwaermen des Reaktionsprodukts mit konz. H2SO4 2: H2O2; aqueous NaOH View Scheme

: 3577-63-7
2-amino-5-sulfo-benzoic acid

: 98-88-4
benzoyl chloride

: 1221348-26-0
2-phenyl-4-oxo-3,1-benzoxazine-6-sulphonic acid

Conditions

Conditions	Yield
With pyridine at 8 - 20℃; for 1.5h;	85%

: 3577-63-7
2-amino-5-sulfo-benzoic acid

: 115521-99-8
C7H5IO5S

Conditions

Conditions	Yield
Stage #1: 2-amino-5-sulfo-benzoic acid With sulfuric acid; sodium hydroxide; sodium nitrite In water at 0 - 20℃; for 0.5h; Cooling with ice; Stage #2: With urea In water at 0℃; for 1h; Stage #3: With sodium iodide In water at 0℃; for 0.5h; Reflux;	78%

: 3577-63-7
2-amino-5-sulfo-benzoic acid

: 776325-76-9
4-hydroxy-1-(2',5'-dichloro-4'-sulphophenyl)-3-[N-(2'-oxobenzimidazol-5'-yl)carboxamide]pyrazole

: 5-(2'-carboxy-4'-sulphophenyl)azo-1-(2',5'-dichloro-4'-sulphophenyl)-4-hydroxy-3-[N-(2'-oxobenzimidazol-5'-yl)carboxamide]pyrazole

Conditions

Conditions	Yield
Stage #1: 2-amino-5-sulfo-benzoic acid With hydrogenchloride; sodium hydroxide; sodium nitrite at 0 - 5℃; for 3h; Stage #2: 4-hydroxy-1-(2',5'-dichloro-4'-sulphophenyl)-3-[N-(2'-oxobenzimidazol-5'-yl)carboxamide]pyrazole With sodium carbonate	75%

: 3577-63-7
2-amino-5-sulfo-benzoic acid

: 776325-78-1
4-hydroxy-1-(6'-sulphonaphtyl)-3-[N-(2'-oxobenzimidazol-5'-yl)carboxamide]pyrazole

: 5-(2'-carboxy-4'-sulphophenyl)azo-1-(6'-sulphonaphthyl)-4-hydroxy-3-[N-(2'-oxobenzimidazol-5'-yl)carboxamide]pyrazole

Conditions

Conditions	Yield
Stage #1: 2-amino-5-sulfo-benzoic acid With hydrogenchloride; sodium hydroxide; sodium nitrite at 0 - 5℃; for 3h; Stage #2: 4-hydroxy-1-(6'-sulphonaphtyl)-3-[N-(2'-oxobenzimidazol-5'-yl)carboxamide]pyrazole With sodium carbonate	75%

: 3577-63-7
2-amino-5-sulfo-benzoic acid

: 776325-77-0
4-hydroxy-1-(8'-sulphonaphtyl)-3-[N-(2'-oxobenzimidazol-5'-yl)carboxamide]pyrazole

: 5-(2'-carboxy-4'-sulphophenyl)azo-1-(8'-sulphonaphthyl)-4-hydroxy-3-[N-(2'-oxobenzimidazol-5'-yl)carboxamide]pyrazole

Conditions

Conditions	Yield
Stage #1: 2-amino-5-sulfo-benzoic acid With hydrogenchloride; sodium hydroxide; sodium nitrite at 0 - 5℃; for 3h; Stage #2: 4-hydroxy-1-(8'-sulphonaphtyl)-3-[N-(2'-oxobenzimidazol-5'-yl)carboxamide]pyrazole With sodium carbonate	75%

: 3577-63-7
2-amino-5-sulfo-benzoic acid

: 776325-75-8
4-hydroxy-1-(2'-carboxy-4'-sulphophenyl)-3-[N-(2'-oxobenzimidazol-5'-yl)carboxamide]pyrazole

: 5-(2'-carboxy-4'-sulphophenyl)azo-1-(2'-carboxy-4'-sulphophenyl)-4-hydroxy-3-[N-(2'-oxobenzimidazol-5'-yl)carboxamide]pyrazole

Conditions

Conditions	Yield
Stage #1: 2-amino-5-sulfo-benzoic acid With hydrogenchloride; sodium hydroxide; sodium nitrite at 0 - 5℃; for 3h; Stage #2: 4-hydroxy-1-(2'-carboxy-4'-sulphophenyl)-3-[N-(2'-oxobenzimidazol-5'-yl)carboxamide]pyrazole With sodium carbonate	75%

: 3577-63-7
2-amino-5-sulfo-benzoic acid

: 776325-74-7
4-hydroxy-1-(4-sulphophenyl)-3-[N-(2'-oxobenzimidazol-5'-yl)carboxamide]pyrazole

: 5-(2'-carboxy-4'-sulphophenyl)azo-1-(4'-sulphophenyl)-4-hydroxy-3-[N-(2'-oxobenzimidazol-5'-yl)carboxamide]pyrazole

Conditions

Conditions	Yield
Stage #1: 2-amino-5-sulfo-benzoic acid With hydrogenchloride; sodium hydroxide; sodium nitrite at 0 - 5℃; for 3h; Stage #2: 4-hydroxy-1-(4-sulphophenyl)-3-[N-(2'-oxobenzimidazol-5'-yl)carboxamide]pyrazole With sodium carbonate for 3.5h;	74%

: C24H18N4O3S

: 3577-63-7
2-amino-5-sulfo-benzoic acid

: C31H22N6O8S2

Conditions

Conditions	Yield
Stage #1: 2-amino-5-sulfo-benzoic acid With hydrogenchloride; sodium carbonate; sodium nitrite Stage #2: C24H18N4O3S With sodium hydroxide at 0 - 3℃; Further stages.;	73%

: C24H17N5O5S

: 3577-63-7
2-amino-5-sulfo-benzoic acid

: C31H21N7O10S2

Conditions

Conditions	Yield
Stage #1: 2-amino-5-sulfo-benzoic acid With hydrogenchloride; sodium carbonate; sodium nitrite Stage #2: C24H17N5O5S With sodium hydroxide at 0 - 3℃; Further stages.;	73%

: 3577-63-7
2-amino-5-sulfo-benzoic acid

: potassium 3-carboxy-4-iodobenzenesulfonate

Conditions

Conditions	Yield
Stage #1: 2-amino-5-sulfo-benzoic acid With potassium nitrite; sulfuric acid; potassium hydroxide In water at 5℃; for 0.5h; Stage #2: With urea In water for 1h; Cooling with ice; Stage #3: With potassium iodide In water at 20℃; for 16h; Cooling with ice;	72%

: C24H19N5O3S

: 3577-63-7
2-amino-5-sulfo-benzoic acid

: C31H23N7O8S2

Conditions

Conditions	Yield
Stage #1: 2-amino-5-sulfo-benzoic acid With hydrogenchloride; sodium carbonate; sodium nitrite Stage #2: C24H19N5O3S With sodium hydroxide at 0 - 3℃; Further stages.;	70%

: 2-(4'-oxo-3'-phenyl-1',3'-thiazol-2'-ylimino)-3-[α-(p-tolylhydrazono)phenoxymethyl]-1,2,4-benzothiadiazine 1,1-dioxide

: 3577-63-7
2-amino-5-sulfo-benzoic acid

: C37H28N8O9S3

Conditions

Conditions	Yield
Stage #1: 2-amino-5-sulfo-benzoic acid With hydrogenchloride; sodium carbonate; sodium nitrite for 0.416667h; cooling; Stage #2: 2-(4'-oxo-3'-phenyl-1',3'-thiazol-2'-ylimino)-3-[α-(p-tolylhydrazono)phenoxymethyl]-1,2,4-benzothiadiazine 1,1-dioxide With sodium hydroxide at 0 - 3℃; for 0.166667h;	69%

: C25H20N4O4S

: 3577-63-7
2-amino-5-sulfo-benzoic acid

: C32H24N6O9S2

Conditions

Conditions	Yield
Stage #1: 2-amino-5-sulfo-benzoic acid With hydrogenchloride; sodium carbonate; sodium nitrite Stage #2: C25H20N4O4S With sodium hydroxide at 0 - 3℃; Further stages.;	69%

: 3577-63-7
2-amino-5-sulfo-benzoic acid

: 776325-68-9
4-bromo-3-oxo-N-(2'-oxobenzimidazol-5'-yl)butyramide

: 2-{N'-[3-bromo-2-oxo-1-(2-oxo-2,3-dihydro-1H-benzoimidazol-5-ylcarbamoyl)-propylidene]-hydrazino}-5-sulfo-benzoic acid

Conditions

Conditions	Yield
Stage #1: 2-amino-5-sulfo-benzoic acid With hydrogenchloride; sodium carbonate; sodium nitrite for 0.416667h; cooling; Stage #2: 4-bromo-3-oxo-N-(2'-oxobenzimidazol-5'-yl)butyramide With sodium hydroxide at 0 - 3℃;	68%

: 2-(4'-oxo-2'-phenyl-1',3'-thiazol-3'-yl)-3-[α-(p-carbethoxyphenylhydrazono)phenoxymethyl]-1,2,4-benzothiadiazine 1,1-dioxide

: 3577-63-7
2-amino-5-sulfo-benzoic acid

: C39H31N7O11S3

Conditions

Conditions	Yield
Stage #1: 2-amino-5-sulfo-benzoic acid With hydrogenchloride; sodium carbonate; sodium nitrite for 0.416667h; cooling; Stage #2: 2-(4'-oxo-2'-phenyl-1',3'-thiazol-3'-yl)-3-[α-(p-carbethoxyphenylhydrazono)phenoxymethyl]-1,2,4-benzothiadiazine 1,1-dioxide With sodium hydroxide at 0 - 3℃; for 0.166667h;	68%

: copper(ll) sulfate pentahydrate

: 63400-46-4
1,6-bis(1H-1,2,4-triazol-1-yl)hexane

: 3577-63-7
2-amino-5-sulfo-benzoic acid

: 7732-18-5
water

: catena-poly-[[[diaquacopper(II)]-μ-1,6-bis(1H-1,2,4-triazol-1-yl)hexane-κ2N4:N4']bis(3-amino-4-carboxybenzenesulfonate) dihydrate]

Conditions

Conditions	Yield
Stage #1: copper(ll) sulfate pentahydrate; 2-amino-5-sulfo-benzoic acid; water With sodium hydroxide Stage #2: 1,6-bis(1H-1,2,4-triazol-1-yl)hexane	62.2%

...Expand

: copper(ll) sulfate pentahydrate

: 3577-63-7
2-amino-5-sulfo-benzoic acid

: 7732-18-5
water

: 196491-43-7
N,N'-bis(pyridin-3-ylmethyl)oxalamide

: C7H5NO5S(2-)*0.5C14H14N4O2*2H2O*Cu(2+)

Conditions

Conditions	Yield
With sodium hydroxide In methanol; water at 20℃; for 4h;	61.4%

...Expand

: zinc(II) nitrate hexahydrate

: 3577-63-7
2-amino-5-sulfo-benzoic acid

: 7732-18-5
water

: 68-12-2, 33513-42-7
N,N-dimethyl-formamide

: C7H5NO5S(2-)*C14H14N4*C3H7NO*2H2O*Zn(2+)

Conditions

Conditions	Yield
With sodium hydroxide for 4h;	60%

...Expand

: C30H22N6O6S2

: 3577-63-7
2-amino-5-sulfo-benzoic acid

: C44H30N10O16S4

Conditions

Conditions	Yield
Stage #1: 2-amino-5-sulfo-benzoic acid With hydrogenchloride; sodium carbonate; sodium nitrite Stage #2: C30H22N6O6S2 With sodium hydroxide at 0 - 3℃; Further stages.;	59%

: C28H20N6O5S2

: 3577-63-7
2-amino-5-sulfo-benzoic acid

: C42H28N10O15S4

Conditions

Conditions	Yield
Stage #1: 2-amino-5-sulfo-benzoic acid With hydrogenchloride; sodium carbonate; sodium nitrite Stage #2: C28H20N6O5S2 With sodium hydroxide at 0 - 3℃; Further stages.;	52%

: 70-18-8
GLUTATHIONE

: 3577-63-7
2-amino-5-sulfo-benzoic acid

: hexadec-1-yn-1-yl trimethylsilane

A: C26H45N3O6S

B: C33H49IN3O11S2(1-)*K(1+)

C: C33H49IN3O11S2(1-)*Na(1+)

Conditions

Conditions	Yield
Stage #1: 2-amino-5-sulfo-benzoic acid With hydrogenchloride; sodium nitrite In water at 0℃; for 1.25h; Stage #2: With potassium iodide In water at 0 - 20℃; for 17h; Stage #3: GLUTATHIONE; hexadec-1-yn-1-yl trimethylsilane Further stages;	A 46% B n/a C n/a

...Expand

: 70-18-8
GLUTATHIONE

: 3577-63-7
2-amino-5-sulfo-benzoic acid

: hexadec-1-yn-1-yl trimethylsilane

A: 27025-41-8
Oxidized glutathione

B: C26H45N3O6S

C: C33H49IN3O11S2(1-)*K(1+)

D: C33H49IN3O11S2(1-)*Na(1+)

Conditions

Conditions	Yield
Stage #1: 2-amino-5-sulfo-benzoic acid With hydrogenchloride; sodium nitrite In water at 0℃; for 1.25h; Stage #2: With potassium iodide In water at 0 - 20℃; for 17h; Stage #3: GLUTATHIONE; hexadec-1-yn-1-yl trimethylsilane Further stages;	A n/a B 46% C n/a D n/a

...Expand

: copper(ll) sulfate pentahydrate

: 3577-63-7
2-amino-5-sulfo-benzoic acid

: 7732-18-5
water

: 42032-51-9
1,2-bis(imidazole-1-ylmethyl)benzene

: bis(μ-2-amino-5-sulfonatobenzoato-κ2O1:O1')bis{μ-1,2-bis[(1H-imidazol-1-yl)methyl]benzene-κ2N3:N3'}bis[aquacopper(II)] trihydrate

Conditions

Conditions	Yield
Stage #1: copper(ll) sulfate pentahydrate; 2-amino-5-sulfo-benzoic acid; water With sodium hydroxide Stage #2: 1,2-bis(imidazole-1-ylmethyl)benzene In methanol for 4h;	43.2%

...Expand

: 3577-63-7
2-amino-5-sulfo-benzoic acid

: hexadec-1-yn-1-yl trimethylsilane

: H-Ala-Leu-Phe-Cys-Ala-Leu-NH2

A: C53H80IN6O12S2(1-)*K(1+)

B: C53H80IN6O12S2(1-)*Na(1+)

C: C46H76N6O7S

Conditions

Conditions	Yield
Stage #1: 2-amino-5-sulfo-benzoic acid With hydrogenchloride; sodium nitrite In water at 0℃; for 1.25h; Stage #2: With potassium iodide In water at 0 - 20℃; for 17h; Stage #3: hexadec-1-yn-1-yl trimethylsilane; H-Ala-Leu-Phe-Cys-Ala-Leu-NH2 Further stages;	A n/a B n/a C 40%

...Expand

: 3577-63-7
2-amino-5-sulfo-benzoic acid

: hexadec-1-yn-1-yl trimethylsilane

: H-Ala-Cys-Phe-Gly-Ala-Leu-NH2

A: C42H68N6O7S

B: C49H72IN6O12S2(1-)*K(1+)

C: C49H72IN6O12S2(1-)*Na(1+)

Conditions

Conditions	Yield
Stage #1: 2-amino-5-sulfo-benzoic acid With hydrogenchloride; sodium nitrite In water at 0℃; for 1.25h; Stage #2: With potassium iodide In water at 0 - 20℃; for 17h; Stage #3: hexadec-1-yn-1-yl trimethylsilane; H-Ala-Cys-Phe-Gly-Ala-Leu-NH2 Further stages;	A 36% B n/a C n/a

...Expand

: 3577-63-7
2-amino-5-sulfo-benzoic acid

: hexadec-1-yn-1-yl trimethylsilane

: H-Gly-Cys-Ala-Phe-Lys-Thr-NH2

A: C50H75IN7O13S2(1-)*K(1+)

B: C50H75IN7O13S2(1-)*Na(1+)

C: C43H73N7O9S

Conditions

Conditions	Yield
Stage #1: 2-amino-5-sulfo-benzoic acid With hydrogenchloride; sodium nitrite In water at 0℃; for 1.25h; Stage #2: With potassium iodide In water at 0 - 20℃; for 17h; Stage #3: hexadec-1-yn-1-yl trimethylsilane; H-Gly-Cys-Ala-Phe-Lys-Thr-NH2 Further stages;	A n/a B n/a C 34%

...Expand

: 3577-63-7
2-amino-5-sulfo-benzoic acid

: 5-sulfo-2-hydrazinobenzoic acid dihydrochloride

Conditions

Conditions	Yield
Stage #1: 2-amino-5-sulfo-benzoic acid With hydrogenchloride; sodium nitrite In water at 0℃; for 1.01667h; Stage #2: With hydrogenchloride; tin(II) chloride dihdyrate In water at 4 - 20℃; for 3h;	28%

5-Sulfoanthranilic acid Specification

This chemical is called Benzoic acid, 2-amino-5-sulfo-, and its CAS registry number is 3577-63-7. With the molecular formula of C₇H₇NO₅S, its product category is Intermediates of Dyes and Pigments. It's soluble in hot water [Hawley], unstable to prolonged exposure to air.

Other characteristics of the Benzoic acid, 2-amino-5-sulfo- can be summarised as followings: (1)ACD/LogP: 0.16; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -4.16; (4)ACD/LogD (pH 7.4): -4.34; (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: 6; (10)#H bond donors: 4; (11)#Freely Rotating Bonds: 3; (12)Polar Surface Area: 81.29 Å²; (13)Index of Refraction: 1.661; (14)Molar Refractivity: 46.99 cm³; (15)Molar Volume: 127 cm³; (16)Polarizability: 18.63×10^-24cm³.

You can still convert the following datas into molecular structure:
1.SMILES: O=C(O)c1cc(ccc1N)S(=O)(=O)O
2.InChI: InChI=1/C7H7NO5S/c8-6-2-1-4(14(11,12)13)3-5(6)7(9)10/h1-3H,8H2,(H,9,10)(H,11,12,13)
3.InChIKey: MJNYPLCGWXFYPD-UHFFFAOYAB

Product Name

5-Sulfoanthranilic acid

Synthetic route

5-Sulfoanthranilic acid Specification

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