2-Oxo-1,2-dihydrobenzo[cd]indole-6-sulfonyl chloride

Base Information

• Chemical Name: 2-Oxo-1,2-dihydrobenzo[cd]indole-6-sulfonyl chloride
• CAS No.: 78078-92-9
• Molecular Formula: C11H6ClNO3S
• Molecular Weight: 267.693
• Hs Code.: 2933790090
• European Community (EC) Number: 821-084-2
• Mol file: 78078-92-9.mol

Synonyms:2-oxo-1,2-dihydrobenzo[cd]indole-6-sulfonyl chloride;78078-92-9;2-oxo-1H-benzo[cd]indole-6-sulfonyl chloride;SCHEMBL1098375;HBGOGAFJKXIXKJ-UHFFFAOYSA-N;MFCD02732837;STL483062;AKOS000130705;AT25706;6-chlorosulfonylbenz[cd]indol-2(1h)-one;EN300-29001;2-oxo-1,2-dihydrobenzo[cd]indole-6-sulfonylchloride;F0808-2039;2-oxo-1,2-dihydrobenzo[cd]indole-6-sulfonyl chloride, AldrichCPR;3-oxo-2-azatricyclo[6.3.1.0,4,12]dodeca-1(12),4,6,8,10-pentaene-9-sulfonyl chloride

Chemical Property of 2-Oxo-1,2-dihydrobenzo[cd]indole-6-sulfonyl chloride

Chemical Property:

• Boiling Point: 338.3±21.0 °C(Predicted)
• PKA: 9.47±0.20(Predicted)
• PSA: 75.11000
• Density: 1.631±0.06 g/cm3(Predicted)
• LogP: 3.23340
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 266.9756919
• Heavy Atom Count: 17
• Complexity: 444

Purity/Quality:

98% ^*data from raw suppliers

2-Oxo-1,2-dihydrobenzo[cd]indole-6-sulfonylchloride 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=C(C=CC3=C2C(=C1)C(=O)N3)S(=O)(=O)Cl

Technology Process of 2-Oxo-1,2-dihydrobenzo[cd]indole-6-sulfonyl chloride

There total 7 articles about 2-Oxo-1,2-dihydrobenzo[cd]indole-6-sulfonyl chloride 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: 66.0%

6-aminobenzindol-2(1H)-one (50964-11-9) → 2-oxo-1,2-dihydrobenzo[cd]indole-6-sulfonyl chloride (78078-92-9)

Guidance literature:

6-aminobenzindol-2(1H)-one; With hydrogenchloride; In water; at 40 ℃; for 0.5h;

With sodium nitrite; In water; at 0 ℃; for 0.5h;

With copper(II) choride dihydrate; sulfur dioxide; acetic acid; In water; for 1h;

DOI:10.3109/14756366.2014.895718

Reference yield: 46.0%

1,8-naphtholactam (130-00-7) → 2-oxo-1,2-dihydrobenzo[cd]indole-6-sulfonyl chloride (78078-92-9)

Guidance literature:

With chlorosulfonic acid; In chloroform; at 20 ℃; for 6h;

DOI:10.1021/acs.jcim.6b00551

Reference yield:

1,8-Naphthalic anhydride (81-84-5) → 2-oxo-1,2-dihydrobenzo[cd]indole-6-sulfonyl chloride (78078-92-9)

Guidance literature:

Multi-step reaction with 5 steps

1.1: hydroxylamine hydrochloride; pyridine / 1 h / 80 °C / Reflux

1.2: 1 h / Reflux

2.1: sodium hydroxide / ethanol; water / 3 h / Reflux

3.1: nitric acid; acetic acid / 1 h / 50 °C

4.1: palladium 10% on activated carbon; hydrogen / ethanol

5.1: hydrogenchloride / water / 0.5 h / 40 °C

5.2: 0.5 h / 0 °C

5.3: 1 h

With pyridine; hydrogenchloride; palladium 10% on activated carbon; hydroxylamine hydrochloride; hydrogen; nitric acid; acetic acid; sodium hydroxide; In ethanol; water;

DOI:10.3109/14756366.2014.895718

upstream raw materials:

1,8-naphtholactam

N-hydroxy-1,8-naphthalenedicarboximide

1,8-Naphthalic anhydride

6-nitrobenzindol-2(1H)-one

Downstream raw materials:

AQ-390/10779040

C₁₇H₁₁ClN₂O₃S

C₁₇H₁₀Cl₂N₂O₃S

C₁₇H₁₁BrN₂O₃S