1H-Benz[e]indolium, 2-[2-[4-(dimethylamino)phenyl]ethenyl]-1,1,3-trimethyl-5-[(trifluoromethyl) sulfonyl]-, iodide

Base Information

• Chemical Name: 1H-Benz[e]indolium, 2-[2-[4-(dimethylamino)phenyl]ethenyl]-1,1,3-trimethyl-5-[(trifluoromethyl) sulfonyl]-, iodide
• CAS No.: 88581-36-6
• Molecular Formula: C26H26F3N2O2S.I
• Molecular Weight: 614.47
• Mol file: 88581-36-6.mol

Synonyms:

Chemical Property of 1H-Benz[e]indolium, 2-[2-[4-(dimethylamino)phenyl]ethenyl]-1,1,3-trimethyl-5-[(trifluoromethyl) sulfonyl]-, iodide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1H-Benz[e]indolium, 2-[2-[4-(dimethylamino)phenyl]ethenyl]-1,1,3-trimethyl-5-[(trifluoromethyl) sulfonyl]-, iodide

There total 13 articles about 1H-Benz[e]indolium, 2-[2-[4-(dimethylamino)phenyl]ethenyl]-1,1,3-trimethyl-5-[(trifluoromethyl) sulfonyl]-, iodide 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: 80.0%

1,1,2,3-Tetramethyl-5-trifluoromethanesulfonyl-1H-benzo[e]indolium; iodide (88575-33-1) + 4-dimethylamino-benzaldehyde (100-10-7) → 2-[(E)-2-(4-Dimethylamino-phenyl)-vinyl]-1,1,3-trimethyl-5-trifluoromethanesulfonyl-1H-benzo[e]indolium; iodide (88581-36-6)

Guidance literature:

In acetic anhydride; for 1h; Heating;

DOI:10.1007/BF00515353

Reference yield:

3-nitro-1-naphthoic acid (4507-84-0) → 2-[(E)-2-(4-Dimethylamino-phenyl)-vinyl]-1,1,3-trimethyl-5-trifluoromethanesulfonyl-1H-benzo[e]indolium; iodide (88581-36-6)

Guidance literature:

Multi-step reaction with 11 steps

1: 90 percent / NaN₃, conc. H₂SO₄ / 1 h / 60 °C

2: NaNO₂, conc. aq. HCl / H₂O / 0.33 h / 10 °C

3: I₂, KI / aq. HCl / 1 h / 80 °C

4: 72 percent / various solvent(s) / 4 h / 140 °C

5: 78 percent / 80percent aq. H₂O₂, trifluoroacetic anhydride / 1) 0 deg C, 1 h; 2) 20 deg C, 30 min

6: 68 percent / CrO₃ / acetic acid / 0.67 h / 70 °C

7: 81 percent / SnCl₂*2H₂O, conc. aq. HCl / ethanol / 2 h / 100 °C

8: 1) nitrosylsulfuric acid; 2) SnCl₂*2H₂O, conc. aq. HCl / 1) acetic acid, 20 deg C, 3 h; 2) 10 deg C, 1 h

9: 2) BF₃ etherate / 1) 70 deg C, 4 h; 2) acetic acid, reflux, 3 h

10: 90 percent / 6 h / 75 °C

11: 80 percent / acetic anhydride / 1 h / Heating

With chromium(VI) oxide; hydrogenchloride; sodium azide; nitrosylsulfuric acid; sulfuric acid; boron trifluoride diethyl etherate; dihydrogen peroxide; iodine; trifluoroacetic anhydride; potassium iodide; tin(ll) chloride; sodium nitrite; In hydrogenchloride; ethanol; water; acetic anhydride; acetic acid;

DOI:10.1007/BF00515353

Reference yield:

1-iodo-3-nitro-naphthalene (64567-09-5) → 2-[(E)-2-(4-Dimethylamino-phenyl)-vinyl]-1,1,3-trimethyl-5-trifluoromethanesulfonyl-1H-benzo[e]indolium; iodide (88581-36-6)

Guidance literature:

Multi-step reaction with 8 steps

1: 72 percent / various solvent(s) / 4 h / 140 °C

2: 78 percent / 80percent aq. H₂O₂, trifluoroacetic anhydride / 1) 0 deg C, 1 h; 2) 20 deg C, 30 min

3: 68 percent / CrO₃ / acetic acid / 0.67 h / 70 °C

4: 81 percent / SnCl₂*2H₂O, conc. aq. HCl / ethanol / 2 h / 100 °C

5: 1) nitrosylsulfuric acid; 2) SnCl₂*2H₂O, conc. aq. HCl / 1) acetic acid, 20 deg C, 3 h; 2) 10 deg C, 1 h

6: 2) BF₃ etherate / 1) 70 deg C, 4 h; 2) acetic acid, reflux, 3 h

7: 90 percent / 6 h / 75 °C

8: 80 percent / acetic anhydride / 1 h / Heating

With chromium(VI) oxide; hydrogenchloride; nitrosylsulfuric acid; boron trifluoride diethyl etherate; dihydrogen peroxide; trifluoroacetic anhydride; tin(ll) chloride; In ethanol; acetic anhydride; acetic acid;

DOI:10.1007/BF00515353

upstream raw materials:

1,1,2,3-Tetramethyl-5-trifluoromethanesulfonyl-1H-benzo[e]indolium; iodide

4-dimethylamino-benzaldehyde

3-nitro-1-naphthoic acid

1-iodo-3-nitro-naphthalene

Refernces