2-Amino-5-sulfobenzoic acid

Base Information

• Chemical Name: 2-Amino-5-sulfobenzoic acid
• CAS No.: 3577-63-7
• Molecular Formula: C7H7NO5S
• Molecular Weight: 217.202
• Hs Code.: 2922499990
• European Community (EC) Number: 222-697-2
• DSSTox Substance ID: DTXSID2026070
• Nikkaji Number: J8.171J
• Wikidata: Q72509122
• Mol file: 3577-63-7.mol

Synonyms:2-Amino-5-sulfobenzoic acid;3577-63-7;5-SULFOANTHRANILIC ACID;5-Sulphoanthranilic acid;Benzoic acid, 2-amino-5-sulfo-;EINECS 222-697-2;EC 222-697-2;2-Amino-5-sulfobenzoicacid;Anthranilic acid, 5-sulfo-;2-amino-5-sulphobenzoic acid;SCHEMBL342600;2-azanyl-5-sulfo-benzoic acid;DTXSID2026070;AMY21823;MFCD00035763;AKOS015854747;AC-1171;LS-1235;SB78946;AS-59083;CS-0212996;FT-0634911;S0802;Benzenemethanamine, 4-fluoro-.alpha.-methyl-;D92269;A822978;W-109910

Chemical Property of 2-Amino-5-sulfobenzoic acid

Chemical Property:

• Appearance/Colour: off-pink powder
• Melting Point: 317 °C
• Refractive Index: 1.661
• PKA: -1.59±0.50(Predicted)
• PSA: 126.07000
• Density: 1.709 g/cm³
• LogP: 1.87570
• Storage Temp.: 2-8°C
• XLogP3: -0.3
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 2
• Exact Mass: 217.00449350
• Heavy Atom Count: 14
• Complexity: 320

Purity/Quality:

99% ^*data from raw suppliers

5-Sulfoanthranilic Acid >96.0%(HPLC)(T) ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C=C1S(=O)(=O)O)C(=O)O)N
• Uses: 2-Amino-5-sulfobenzoic Acid can be used as a dye intermediate.

Technology Process of 2-Amino-5-sulfobenzoic acid

There total 17 articles about 2-Amino-5-sulfobenzoic acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 94.0%

indigo-5,5'-disulfonic acid (483-20-5) → 2-amino-5-sulfo-benzoic acid (3577-63-7)

Guidance literature:

indigo-5,5'-disulfonic acid; With bromamine B; sodium hydroxide; palladium dichloride; In water; acetonitrile; at 60 ℃; for 3.66667h; pH=12;

In water; Acidic conditions;

DOI:10.1080/00397910903457274

Reference yield: 82.0%

anthranilic acid (118-92-3,159201-01-1,50816-84-7,80206-34-4,104809-47-4) → 2-amino-5-sulfo-benzoic acid (3577-63-7)

Guidance literature:

With fuming sulphuric acid; at 0 - 180 ℃; for 2h; Reflux;

DOI:10.1055/s-0034-1380517

Reference yield:

anthranilic acid (118-92-3,159201-01-1,50816-84-7,80206-34-4,104809-47-4) → 2-amino-5-sulfo-benzoic acid (3577-63-7) + 4-aminobenzene sulfonic acid (121-57-3,856062-06-1)

Guidance literature:

With sulfuric acid; at 180 ℃;

upstream raw materials:

isatoic anhydride

isatin-5-monosulphonic acid

2-phthalimidobenzoic acid

2-bromo-5-sulfo-benzoic acid

Downstream raw materials:

C₇H₅IO₅S

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

Refernces

• 1、 Bredenkamp, Angla,Mohr, Fabian,Kirsch, Stefan F.. "Synthesis of Isatins through Direct Oxidation of Indoles with IBX-SO3K/NaI". . p. 1937 - 1943. Retrieved 2015/06/30.
• 2、 Kumar, C. Vinod,Shivananda,Raju, C. Nagu,Jagadeesh. "Bromamine-B/PdCl2 is an efficient system for the synthesis of anthranilic acids from indoles and indigos". experimental part. p. 3480 - 3487. Retrieved 2011/02/22.