2-Amino-5-methoxybenzenesulfonic acid

Base Information

• Chemical Name: 2-Amino-5-methoxybenzenesulfonic acid
• CAS No.: 13244-33-2
• Molecular Formula: C7H9NO4S
• Molecular Weight: 203.219
• Hs Code.: Oral rat LD50: 10 gm/kg.
• European Community (EC) Number: 236-224-2
• UNII: HJU535J932
• DSSTox Substance ID: DTXSID2065381
• Nikkaji Number: J54.501E
• Wikidata: Q27279962
• Mol file: 13244-33-2.mol

Synonyms:2-Amino-5-methoxybenzenesulfonic acid;13244-33-2;4-Aminoanisole-3-sulfonic acid;Benzenesulfonic acid, 2-amino-5-methoxy-;4-Methoxy-2-sulfoaniline;4-anisidine-2-sulfonicacid;2-Amino-5-methoxybenzenesulphonic acid;2-amino-5-methoxybenzene-1-sulfonic acid;EINECS 236-224-2;2-Amino-5-methoxy benzenesulfonic acid;BRN 3284409;UNII-HJU535J932;Kyselina 4-aminoanisol-3-sulfonova [Czech];4-Methoxyaniline-2-sulfonic Acid;HJU535J932;Kyselina 4-aminoanisol-3-sulfonova;0-14-00-00813 (Beilstein Handbook Reference);4-anisidine-2-sulfonic acid;p-Anisidine-3-sulfonicAcid;SCHEMBL158764;DTXSID2065381;2-amino-5-methoxy-benzenesulfonate;2-Amino-5-methoxybenzenesulfonicacid;MFCD00035804;AKOS015960523;2-amino-5-methoxy-benzenesulfonic acid;2-Amino-5-methoxybenzene sulfonic acid;SB77427;AC-11599;BS-23820;LS-31750;1-amino-4-methoxybenzene-2-sulphonic acid;1-amino-4-methoxy-benzene-2-sulphonic acid;A1285;CS-0150493;FT-0611176;D85920;EN300-123857;2-Amino-5-methoxybenzenesulfonic acid, AldrichCPR;A806437;W-108316;Q27279962;Z1269122561

Chemical Property of 2-Amino-5-methoxybenzenesulfonic acid

Chemical Property:

• Appearance/Colour: beige powder
• Melting Point: 314-318 °C
• Refractive Index: 1.6370 (estimate)
• PKA: -1.37±0.42(Predicted)
• PSA: 98.00000
• Density: 1.467 g/cm³
• LogP: 2.18610
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• XLogP3: 0.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 203.02522894
• Heavy Atom Count: 13
• Complexity: 258

Purity/Quality:

98%, ^*data from raw suppliers

2-Amino-5-methoxybenzenesulfonicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn,Xi
• Hazard Codes: Xi,Xn
• Statements: 36/37/38-20/21/22-43
• Safety Statements: 37/39-26-36-36/37

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC(=C(C=C1)N)S(=O)(=O)O

Technology Process of 2-Amino-5-methoxybenzenesulfonic acid

There total 16 articles about 2-Amino-5-methoxybenzenesulfonic 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: 96.0%

6-methoxy-1,3-benzothiazole (2942-13-4) → 2-amino-5-methoxybenzenesulfonic acid (13244-33-2)

Guidance literature:

With [RuCl(P(C₆H₅)3)2(O(C₆H₄)NCH(C₄H₃N))]; bromamine B; sodium hydroxide; In water; acetonitrile; at 39.84 ℃; for 4.5h;

DOI:10.1016/j.molcata.2010.06.006

Reference yield: 95.0%

2-(2,2-dimethylpropionylamino)-5-methoxy-benzenesulfonic acid (1190954-82-5) → 2-amino-5-methoxybenzenesulfonic acid (13244-33-2)

Guidance literature:

With hydrogenchloride; water; at 85 ℃; for 21h;

DOI:10.1002/chem.200900681

Reference yield: 86.0%

C6H5NO4S(2-)*2Na(1+) + methyl iodide (74-88-4) → 2-amino-5-methoxybenzenesulfonic acid (13244-33-2)

Guidance literature:

C₆H₅NO₄S^(2-)*2Na⁽¹⁺⁾; methyl iodide; at 20 ℃; for 0.666667h; under 760.051 Torr;

With sulfuric acid; at 115 ℃; for 1.16667h; Temperature;

upstream raw materials:

trisodium 7-({4-chloro-6-[(3-sulphonatophenyl)amino]-1,3,5-triazin-2-yl}methylamino)-4-hydroxy-3-[(4-methoxy-2-sulphonatophenyl)azo]naphthalene-2-sulphonate

isopropyl alcohol

para-methoxynitrobenzene

6-methoxy-1,3-benzothiazole

Downstream raw materials:

2-azido-5-methoxy-benzenesulfonyl chloride

2-azido-5-methoxy-N-(2-methoxyethyl)benzenesulfonamide

C₂₃H₂₅N₅O₄S

C₁₅H₁₇N₃O₄S

Refernces

• 1、 -. "Synthesis method of 2-amino-5-methoxybenzene sulfonic acid". . . Retrieved 2017/01/02.
• 2、 Bruyneel, Frederic,Payen, Olivier,Rescigno, Antonio,Tinant, Bernard,Marchand-Brvnaert, Jacaueline. "Laccase-mediated synthesis of novel substituted phenoxazine chromophores featuring tuneable water solubility". supporting information; experimental part. p. 8283 - 8295. Retrieved 2011/03/20.