2-[(2-Amino-5-methoxyphenyl)dithio]-4-methoxyaniline

Base Information

• Chemical Name: 2-[(2-Amino-5-methoxyphenyl)dithio]-4-methoxyaniline
• CAS No.: 7732-36-7
• Molecular Formula: C14H16N2O2S2
• Molecular Weight: 308.425
• Hs Code.: 2930909090
• DSSTox Substance ID: DTXSID80396599
• Nikkaji Number: J1.458.294K
• Mol file: 7732-36-7.mol

Synonyms:2-[(2-amino-5-methoxyphenyl)dithio]-4-methoxyaniline;7732-36-7;2-[(2-amino-5-methoxyphenyl)disulfanyl]-4-methoxyaniline;2,2'-disulfanediylbis(4-methoxyaniline);2-((2-amino-5-methoxyphenyl)dithio)-4-methoxyaniline;SCHEMBL8360150;DTXSID80396599;GWEVTUVEXHHEPF-UHFFFAOYSA-N;2,2'-Dithiobis(4-methoxyaniline);MFCD01961207;STK504270;AKOS005171644;SB83019;LS-02562;CS-0326412;2,2'-diamino-5,5'-di-methoxydiphenyl disulfide

Chemical Property of 2-[(2-Amino-5-methoxyphenyl)dithio]-4-methoxyaniline

Chemical Property:

• Melting Point: 82 °C
• Boiling Point: 469.8±45.0 °C(Predicted)
• PKA: 3.84±0.10(Predicted)
• PSA: 121.10000
• Density: 1.34±0.1 g/cm3(Predicted)
• LogP: 4.83000
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 5
• Exact Mass: 308.06532010
• Heavy Atom Count: 20
• Complexity: 268

Purity/Quality:

98%min ^*data from raw suppliers

2,2''-Dithiobis[4-methoxybenzenamine] ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC(=C(C=C1)N)SSC2=C(C=CC(=C2)OC)N
• Uses: 2,2''-Dithiobis[4-methoxybenzenamine] is a byproduct in the synthesis of 2-Amino-5-methoxythiophenol (A627990), which is a chemical reagent used in the synthesis of antibacterial benzothiazepines.

Technology Process of 2-[(2-Amino-5-methoxyphenyl)dithio]-4-methoxyaniline

There total 15 articles about 2-[(2-Amino-5-methoxyphenyl)dithio]-4-methoxyaniline 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: 100.0%

6-methoxybenzothiazol-2-ylamine (1747-60-0) → bis(2-amino-5-methoxyphenyl)disulfide (7732-36-7)

Guidance literature:

With potassium hydroxide; In isopropyl alcohol;

DOI:10.1016/j.bmcl.2005.12.039

Reference yield: 81.0%

6-methoxy-1,3-benzothiazole (2942-13-4) → bis(2-amino-5-methoxyphenyl)disulfide (7732-36-7)

Guidance literature:

6-methoxy-1,3-benzothiazole; With hydrazine hydrate; In ethanol; at 20 ℃;

With dihydrogen peroxide; In ethanol; at 0 ℃;

DOI:10.1002/jhet.5570370642

Reference yield: 60.0%

5-methoxy-2-methylbenzo[d]thiazole (2941-69-7) → bis(2-amino-5-methoxyphenyl)disulfide (7732-36-7)

Guidance literature:

With hydrazine hydrate; at 100 ℃; for 17h; Inert atmosphere;

DOI:10.1002/chem.201303410

upstream raw materials:

bis-(5-methoxy-2-nitro-phenyl)-disulfide

6-methoxybenzo[d]thiazole-2-carbothioamide

6-methoxy-2-phenylbenzothiazole

water

Downstream raw materials:

(7-Methoxy-3-phenyl-4H-benzo[1,4]thiazin-2-yl)-phenyl-methanone

(6-methoxybenzo[d]thiazol-2-yl)(4-methoxyphenyl)methanone

6-methoxybenzo[d]thiazol-2(3H)-one

Refernces

• 1、 Coelho, Felipe L.,Campo, Leandra F.. "Synthesis of 2-arylbenzothiazoles via direct condensation between in situ generated 2-aminothiophenol from disulfide cleavage and carboxylic acids". . p. 2330 - 2333. Retrieved 2017/05/29.
• 2、 -. "USE OF CONDENSED BENZO[B]THIAZINE DERIVATIVES AS CYTOPROTECTANTS". Page/Page column 54. . Retrieved 2014/12/12.