3,3'-Dithiobis(4-aminobenzoic acid)

Base Information

• Chemical Name: 3,3'-Dithiobis(4-aminobenzoic acid)
• CAS No.: 102449-89-8
• Molecular Formula: C14H12N2O4S2
• Molecular Weight: 336.392
• DSSTox Substance ID: DTXSID00581400
• Nikkaji Number: J2.666.540J
• Wikidata: Q82472531
• Mol file: 102449-89-8.mol

Synonyms:3,3'-Dithiobis(4-aminobenzoic acid);102449-89-8;4-amino-3-[(2-amino-5-carboxyphenyl)disulfanyl]benzoic acid;3,3'-Disulfanediylbis(4-aminobenzoic acid);SCHEMBL8124833;DTXSID00581400;MFCD20441327;AKOS015959945;SB83541;WS-01181;3,3'-Disulfanediylbis(4-aminobenzoicacid);E71573

Chemical Property of 3,3'-Dithiobis(4-aminobenzoic acid)

Chemical Property:

• XLogP3: 1.7
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 5
• Exact Mass: 336.02384922
• Heavy Atom Count: 22
• Complexity: 386

Purity/Quality:

98%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC(=C(C=C1C(=O)O)SSC2=C(C=CC(=C2)C(=O)O)N)N

Technology Process of 3,3'-Dithiobis(4-aminobenzoic acid)

There total 4 articles about 3,3'-Dithiobis(4-aminobenzoic 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: 69.0%

1,3-benzothiazole-6-carboxamidinium chloride (1100112-13-7) → 3,3'-disulfanediyl-bis(4-aminobenzoic acid) (102449-89-8)

Guidance literature:

1,3-benzothiazole-6-carboxamidinium chloride; With potassium hydroxide; In methanol; water; for 0.25h; Reflux;

With acetic acid; In methanol; water;

DOI:10.1016/j.tet.2008.10.026

Reference yield:

2-aminobenzothiazole-6-carboxylic acid (93-85-6) → 3,3'-disulfanediyl-bis(4-aminobenzoic acid) (102449-89-8)

Guidance literature:

With potassium hydroxide; In water; at 120 ℃; for 24h;

Reference yield:

4-amino-benzoic acid (150-13-0,159246-81-8,8014-65-1) → 3,3'-disulfanediyl-bis(4-aminobenzoic acid) (102449-89-8)

Guidance literature:

Multi-step reaction with 2 steps

1.1: acetic acid / 0.83 h / 20 °C

1.2: 25.5 h / 0 - 80 °C

2.1: potassium hydroxide / water / 24 h / 20 - 120 °C / Darkness

With acetic acid; potassium hydroxide; In water;

upstream raw materials:

ethyl 4-amino-3-thiocyanatobenzoate

1,3-benzothiazole-6-carboxamidinium chloride

2-aminobenzothiazole-6-carboxylic acid

4-amino-benzoic acid

Downstream raw materials:

C₃₉H₃₃N₃OPS⁽¹⁺⁾