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3577-63-7

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3577-63-7 Usage

Uses

2-Amino-5-sulfobenzoic Acid can be used as a dye intermediate.

General Description

Off-pink powder.

Air & Water Reactions

Soluble in hot water [Hawley]. Unstable to prolonged exposure to air .

Reactivity Profile

5-Sulfoanthranilic acid is an amino acid.

Fire Hazard

Flash point data for 5-Sulfoanthranilic acid are not available, but 5-Sulfoanthranilic acid is probably combustible.

Check Digit Verification of cas no

The CAS Registry Mumber 3577-63-7 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 3,5,7 and 7 respectively; the second part has 2 digits, 6 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 3577-63:
(6*3)+(5*5)+(4*7)+(3*7)+(2*6)+(1*3)=107
107 % 10 = 7
So 3577-63-7 is a valid CAS Registry Number.
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)

3577-63-7SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 13, 2017

Revision Date: Aug 13, 2017

1.Identification

1.1 GHS Product identifier

Product name 2-amino-5-sulfobenzoic acid

1.2 Other means of identification

Product number -
Other names Benzoic acid,2-amino-5-sulfo

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:3577-63-7 SDS

3577-63-7Synthetic route

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

indigo 5,5'-disulfonic acid

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

2-amino-5-sulfo-benzoic acid

Conditions
ConditionsYield
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%
anthranilic acid
118-92-3

anthranilic acid

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

2-amino-5-sulfo-benzoic acid

Conditions
ConditionsYield
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%
isatoic anhydride
118-48-9

isatoic anhydride

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

2-amino-5-sulfo-benzoic acid

Conditions
ConditionsYield
With sulfuric acid Erwaermen des Reaktionsprodukts mit wss. Natriumcarbonat-Loesung;
isatin-5-monosulphonic acid
7313-70-4

isatin-5-monosulphonic acid

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

2-amino-5-sulfo-benzoic acid

Conditions
ConditionsYield
With sodium hydroxide; dihydrogen peroxide
2-phthalimidobenzoic acid
41513-78-4

2-phthalimidobenzoic acid

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

2-amino-5-sulfo-benzoic acid

Conditions
ConditionsYield
With sulfuric acid at 180℃;
2-bromo-5-sulfo-benzoic acid
195452-57-4

2-bromo-5-sulfo-benzoic acid

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

2-amino-5-sulfo-benzoic acid

Conditions
ConditionsYield
With ammonia at 160 - 180℃;
anthranilic acid
118-92-3

anthranilic acid

A

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

2-amino-5-sulfo-benzoic acid

B

4-aminobenzene sulfonic acid
121-57-3

4-aminobenzene sulfonic acid

Conditions
ConditionsYield
With sulfuric acid at 180℃;
2,2'-dicarboxydianilinium sulfate

2,2'-dicarboxydianilinium sulfate

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

2-amino-5-sulfo-benzoic acid

Conditions
ConditionsYield
at 250℃; under 60 Torr; Solid phase reaction;
sulfuric acid
7664-93-9

sulfuric acid

anthranilic acid
118-92-3

anthranilic acid

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

2-amino-5-sulfo-benzoic acid

Conditions
ConditionsYield
Erhitzen des Reaktionsprodukts unter vermindertem Druck bis auf 220grad;
Erhitzen des Reaktionsprodukts unter vermindertem Druck bis auf 220grad;
chlorosulfonic acid
7790-94-5

chlorosulfonic acid

sulfuric acid
7664-93-9

sulfuric acid

anthranilic acid
118-92-3

anthranilic acid

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

2-amino-5-sulfo-benzoic acid

Conditions
ConditionsYield
at 90 - 150℃;
chlorosulfonic acid
7790-94-5

chlorosulfonic acid

anthranilic acid
118-92-3

anthranilic acid

nitrobenzene
98-95-3

nitrobenzene

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

2-amino-5-sulfo-benzoic acid

sulfuric acid
7664-93-9

sulfuric acid

sulfur trioxide
7446-11-9

sulfur trioxide

anthranilic acid
118-92-3

anthranilic acid

A

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

2-amino-5-sulfo-benzoic acid

B

4-aminobenzene sulfonic acid
121-57-3

4-aminobenzene sulfonic acid

Conditions
ConditionsYield
at 180℃;
hydrogen sulfate of/the/ anthranilic acid

hydrogen sulfate of/the/ anthranilic acid

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

2-amino-5-sulfo-benzoic acid

Conditions
ConditionsYield
at 220℃;
at 220℃;
anthranilic acid
118-92-3

anthranilic acid

isopentenylnitrit

isopentenylnitrit

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

2-amino-5-sulfo-benzoic acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: H2SO4 / 20 °C
2: 250 °C / 60 Torr
View Scheme
2-bromobenzoic-acid
88-65-3

2-bromobenzoic-acid

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

2-amino-5-sulfo-benzoic acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: sulfuric acid
2: alcoholic ammonia / 160 - 180 °C
View Scheme
4-aminobenzene sulfonic acid
121-57-3

4-aminobenzene sulfonic acid

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

2-amino-5-sulfo-benzoic acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: NH2OH+HCl; Na2SO4; H2O / Erwaermen des Reaktionsprodukts mit konz. H2SO4
2: H2O2; aqueous NaOH
View Scheme
2-amino-5-sulfo-benzoic acid
3577-63-7

2-amino-5-sulfo-benzoic acid

benzoyl chloride
98-88-4

benzoyl chloride

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

2-phenyl-4-oxo-3,1-benzoxazine-6-sulphonic acid

Conditions
ConditionsYield
With pyridine at 8 - 20℃; for 1.5h;85%
2-amino-5-sulfo-benzoic acid
3577-63-7

2-amino-5-sulfo-benzoic acid

C7H5IO5S
115521-99-8

C7H5IO5S

Conditions
ConditionsYield
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%
2-amino-5-sulfo-benzoic acid
3577-63-7

2-amino-5-sulfo-benzoic acid

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

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

Conditions
ConditionsYield
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%
2-amino-5-sulfo-benzoic acid
3577-63-7

2-amino-5-sulfo-benzoic acid

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

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

Conditions
ConditionsYield
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%
2-amino-5-sulfo-benzoic acid
3577-63-7

2-amino-5-sulfo-benzoic acid

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

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

Conditions
ConditionsYield
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%
2-amino-5-sulfo-benzoic acid
3577-63-7

2-amino-5-sulfo-benzoic acid

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

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

Conditions
ConditionsYield
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%
2-amino-5-sulfo-benzoic acid
3577-63-7

2-amino-5-sulfo-benzoic acid

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

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

Conditions
ConditionsYield
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

C24H18N4O3S

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

2-amino-5-sulfo-benzoic acid

C31H22N6O8S2

C31H22N6O8S2

Conditions
ConditionsYield
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

C24H17N5O5S

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

2-amino-5-sulfo-benzoic acid

C31H21N7O10S2

C31H21N7O10S2

Conditions
ConditionsYield
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%
2-amino-5-sulfo-benzoic acid
3577-63-7

2-amino-5-sulfo-benzoic acid

potassium 3-carboxy-4-iodobenzenesulfonate

potassium 3-carboxy-4-iodobenzenesulfonate

Conditions
ConditionsYield
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

C24H19N5O3S

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

2-amino-5-sulfo-benzoic acid

C31H23N7O8S2

C31H23N7O8S2

Conditions
ConditionsYield
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

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

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

2-amino-5-sulfo-benzoic acid

C37H28N8O9S3

C37H28N8O9S3

Conditions
ConditionsYield
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

C25H20N4O4S

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

2-amino-5-sulfo-benzoic acid

C32H24N6O9S2

C32H24N6O9S2

Conditions
ConditionsYield
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%
2-amino-5-sulfo-benzoic acid
3577-63-7

2-amino-5-sulfo-benzoic acid

4-bromo-3-oxo-N-(2'-oxobenzimidazol-5'-yl)butyramide
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

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

Conditions
ConditionsYield
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

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

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

2-amino-5-sulfo-benzoic acid

C39H31N7O11S3

C39H31N7O11S3

Conditions
ConditionsYield
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

copper(ll) sulfate pentahydrate

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

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

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

2-amino-5-sulfo-benzoic acid

water
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]

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
ConditionsYield
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%
copper(ll) sulfate pentahydrate

copper(ll) sulfate pentahydrate

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

2-amino-5-sulfo-benzoic acid

water
7732-18-5

water

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

N,N'-bis(pyridin-3-ylmethyl)oxalamide

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

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

Conditions
ConditionsYield
With sodium hydroxide In methanol; water at 20℃; for 4h;61.4%
zinc(II) nitrate hexahydrate

zinc(II) nitrate hexahydrate

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

2-amino-5-sulfo-benzoic acid

water
7732-18-5

water

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

N,N-dimethyl-formamide

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

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

Conditions
ConditionsYield
With sodium hydroxide for 4h;60%
C30H22N6O6S2

C30H22N6O6S2

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

2-amino-5-sulfo-benzoic acid

C44H30N10O16S4

C44H30N10O16S4

Conditions
ConditionsYield
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

C28H20N6O5S2

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

2-amino-5-sulfo-benzoic acid

C42H28N10O15S4

C42H28N10O15S4

Conditions
ConditionsYield
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%
GLUTATHIONE
70-18-8

GLUTATHIONE

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

2-amino-5-sulfo-benzoic acid

hexadec-1-yn-1-yl trimethylsilane

hexadec-1-yn-1-yl trimethylsilane

A

C26H45N3O6S

C26H45N3O6S

B

C33H49IN3O11S2(1-)*K(1+)

C33H49IN3O11S2(1-)*K(1+)

C

C33H49IN3O11S2(1-)*Na(1+)

C33H49IN3O11S2(1-)*Na(1+)

Conditions
ConditionsYield
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
GLUTATHIONE
70-18-8

GLUTATHIONE

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

2-amino-5-sulfo-benzoic acid

hexadec-1-yn-1-yl trimethylsilane

hexadec-1-yn-1-yl trimethylsilane

A

Oxidized glutathione
27025-41-8

Oxidized glutathione

B

C26H45N3O6S

C26H45N3O6S

C

C33H49IN3O11S2(1-)*K(1+)

C33H49IN3O11S2(1-)*K(1+)

D

C33H49IN3O11S2(1-)*Na(1+)

C33H49IN3O11S2(1-)*Na(1+)

Conditions
ConditionsYield
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
copper(ll) sulfate pentahydrate

copper(ll) sulfate pentahydrate

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

2-amino-5-sulfo-benzoic acid

water
7732-18-5

water

1,2-bis(imidazole-1-ylmethyl)benzene
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

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
ConditionsYield
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%
2-amino-5-sulfo-benzoic acid
3577-63-7

2-amino-5-sulfo-benzoic acid

hexadec-1-yn-1-yl trimethylsilane

hexadec-1-yn-1-yl trimethylsilane

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

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

A

C53H80IN6O12S2(1-)*K(1+)

C53H80IN6O12S2(1-)*K(1+)

B

C53H80IN6O12S2(1-)*Na(1+)

C53H80IN6O12S2(1-)*Na(1+)

C

C46H76N6O7S

C46H76N6O7S

Conditions
ConditionsYield
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%
2-amino-5-sulfo-benzoic acid
3577-63-7

2-amino-5-sulfo-benzoic acid

hexadec-1-yn-1-yl trimethylsilane

hexadec-1-yn-1-yl trimethylsilane

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

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

A

C42H68N6O7S

C42H68N6O7S

B

C49H72IN6O12S2(1-)*K(1+)

C49H72IN6O12S2(1-)*K(1+)

C

C49H72IN6O12S2(1-)*Na(1+)

C49H72IN6O12S2(1-)*Na(1+)

Conditions
ConditionsYield
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
2-amino-5-sulfo-benzoic acid
3577-63-7

2-amino-5-sulfo-benzoic acid

hexadec-1-yn-1-yl trimethylsilane

hexadec-1-yn-1-yl trimethylsilane

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

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

A

C50H75IN7O13S2(1-)*K(1+)

C50H75IN7O13S2(1-)*K(1+)

B

C50H75IN7O13S2(1-)*Na(1+)

C50H75IN7O13S2(1-)*Na(1+)

C

C43H73N7O9S

C43H73N7O9S

Conditions
ConditionsYield
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%
2-amino-5-sulfo-benzoic acid
3577-63-7

2-amino-5-sulfo-benzoic acid

5-sulfo-2-hydrazinobenzoic acid dihydrochloride

5-sulfo-2-hydrazinobenzoic acid dihydrochloride

Conditions
ConditionsYield
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%

3577-63-7Relevant articles and documents

-

Harris,Sweet

, p. 2893 (1955)

-

Practical azidation of 1,3-dicarbonyls

Harschneck, Tobias,Hummel, Sara,Kirsch, Stefan F.,Klahn, Philipp

supporting information; experimental part, p. 1187 - 1193 (2012/03/11)

An operationally simple, direct azidation of 1,3-dicarbonyl compounds has been developed. The reaction proceeds readily under ambient conditions using sodium azide and an iodine-based oxidant such as I2 or 2-iodoxybenzoic acid (IBX)-SO3K/NaI. In particular, the latter method, as a new and well-balanced oxidizing agent, shows excellent functional group tolerance and substrate scope and thus allows access to a variety of tertiary 2-azido and 2,2-bisazido 1,3-dicarbonyl compounds that would be more difficult to access by using traditional methods. Because the azide-containing products easily undergo 1,3-dipolar cycloaddition with alkynes, our report represents a novel route to analogues of sensitive complex molecules. Click into place! An operationally simple, direct azidation of 1,3-dicarbonyl compounds has been developed (see scheme). The reaction proceeds readily under ambient conditions using sodium azide and an iodine-based oxidant, such as I2 or 2-iodoxybenzoic acid (IBX)-SO3K/NaI. The oxidative methods show excellent functional-group tolerance and substrate scope and thus allow access to a variety of tertiary 2-azido and 2,2-bisazido 1,3-dicarbonyl compounds. Copyright

Sulfonation of arylamines Part 9 - Solid state synthesis of di-ortho ring substituted aminobenzenesulfonic acids

Singh, Gurdip,Kapoor, Inder Pal Singh,Singh, Jyotsna

, p. 1114 - 1117 (2007/10/03)

Di-ortho ring substituted arylammonium sulfates (Di-o-RSAS) have been prepared from the corresponding arylamines by treatment with conc. H2SO4 and characterized by elemental, gravimetric and spectral analyses. These sulfates yield the corresponding ring substituted aminobenzenesulfonic acids (RSABSA) when subjected to thermal energy. Non-isothermal gravimetric studies on di-o-RSAS support the formation of RSABSA. It is observed that most of the salts undergo transformation to acid in solid state via proton transfer reaction prior to sulfonation.

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