Propanoic acid, 3,3'-[[[3-[3-(7-chloro-2-quinolinyl)propyl]phenyl]methylene]bis(thio)]bis-

Base Information

• Chemical Name: Propanoic acid, 3,3'-[[[3-[3-(7-chloro-2-quinolinyl)propyl]phenyl]methylene]bis(thio)]bis-
• CAS No.: 143816-62-0
• Molecular Formula: C25H26ClNO4S2
• Molecular Weight: 504.071
• Mol file: 143816-62-0.mol

Synonyms:

Chemical Property of Propanoic acid, 3,3'-[[[3-[3-(7-chloro-2-quinolinyl)propyl]phenyl]methylene]bis(thio)]bis-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Propanoic acid, 3,3'-[[[3-[3-(7-chloro-2-quinolinyl)propyl]phenyl]methylene]bis(thio)]bis-

There total 11 articles about Propanoic acid, 3,3'-[[[3-[3-(7-chloro-2-quinolinyl)propyl]phenyl]methylene]bis(thio)]bis- 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: 88.0%

3-<3-(7-chloro-2-quinolinyl)propyl>benzaldehyde (115104-35-3) + 3-mercaptopropionic acid (107-96-0) → 3-((2-Carboxy-ethylsulfanyl)-{3-[3-(7-chloro-quinolin-2-yl)-propyl]-phenyl}-methylsulfanyl)-propionic acid (143816-62-0)

Guidance literature:

With toluene-4-sulfonic acid; In toluene; Heating;

DOI:10.1021/jm00099a011

Reference yield:

2-methyl-7-chloroquinoline (4965-33-7) → 3-((2-Carboxy-ethylsulfanyl)-{3-[3-(7-chloro-quinolin-2-yl)-propyl]-phenyl}-methylsulfanyl)-propionic acid (143816-62-0)

Guidance literature:

Multi-step reaction with 6 steps

1: 46 percent / NBS, benzoyl peroxide / CCl₄ / 48 h / Heating; Irradiation

2: 72 percent / acetonitrile / 60 °C

3: 1.) BuLi / 1.) THF, hexane, -78 deg C, 2.) THF, hexane, a) -78deg C, 15 min, b) RT, 45 min

4: 72 percent / H₂ / 5percent Rh/C / ethyl acetate; hexane / 3.5 h

5: 100 percent / acetic acid; H₂O / 2 h / 63 °C

6: 88 percent / p-TsOH*H₂O / toluene / Heating

With N-Bromosuccinimide; n-butyllithium; Perbenzoic acid; hydrogen; toluene-4-sulfonic acid; Rh on carbon; In tetrachloromethane; hexane; water; acetic acid; ethyl acetate; toluene; acetonitrile;

DOI:10.1021/jm00099a011

Reference yield:

Isophthalaldehyde (626-19-7) → 3-((2-Carboxy-ethylsulfanyl)-{3-[3-(7-chloro-quinolin-2-yl)-propyl]-phenyl}-methylsulfanyl)-propionic acid (143816-62-0)

Guidance literature:

Multi-step reaction with 8 steps

1: 1.) n-BuLi / 1.) THF, hexane, 0 deg C, 30 min, 2.) THF, hexane, a) from -50 deg C to RT, b) RT, 3.5 h

2: 92 percent / p-TsOH*H₂O / benzene / 6 h / Heating

3: 60 percent / borane-tetrahydrofuran complex, 3 N aq. NaOH, 30percent aq. H₂O₂ / tetrahydrofuran / 0.5 h / Ambient temperature

4: 0.85 g / pyridine, chromium trioxide, Celite / CH₂Cl₂ / 0.33 h

5: 1.) BuLi / 1.) THF, hexane, -78 deg C, 2.) THF, hexane, a) -78deg C, 15 min, b) RT, 45 min

6: 72 percent / H₂ / 5percent Rh/C / ethyl acetate; hexane / 3.5 h

7: 100 percent / acetic acid; H₂O / 2 h / 63 °C

8: 88 percent / p-TsOH*H₂O / toluene / Heating

With pyridine; chromium(VI) oxide; sodium hydroxide; n-butyllithium; borane-THF; Celite; hydrogen; dihydrogen peroxide; toluene-4-sulfonic acid; Rh on carbon; In tetrahydrofuran; hexane; dichloromethane; water; acetic acid; ethyl acetate; toluene; benzene;

DOI:10.1021/jm00099a011

upstream raw materials:

3-<3-(7-chloro-2-quinolinyl)propyl>benzaldehyde

3-mercaptopropionic acid

2-methyl-7-chloroquinoline

Isophthalaldehyde