4-BROMO-5-CHLOROINDOLINE-2,3-DIONE

Base Information

• Chemical Name: 4-BROMO-5-CHLOROINDOLINE-2,3-DIONE
• CAS No.: 65971-75-7
• Molecular Formula: C8H3BrClNO2
• Molecular Weight: 260.47200
• Hs Code.: 2933990090
• Mol file: 65971-75-7.mol

Synonyms:4-bromo-5-chloro-indole-2,3-dione;4-Brom-5-chlorisatin;

Chemical Property of 4-BROMO-5-CHLOROINDOLINE-2,3-DIONE

Chemical Property:

• PKA: 7.62±0.20(Predicted)
• PSA: 46.17000
• Density: 1.919±0.06 g/cm3(Predicted)
• LogP: 2.37530

Purity/Quality:

NLT 98% ^*data from raw suppliers

4-Bromo-5-chloro-1H-indole-2,3-dione 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 4-BROMO-5-CHLOROINDOLINE-2,3-DIONE

There total 4 articles about 4-BROMO-5-CHLOROINDOLINE-2,3-DIONE 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: 58.0%

3-bromo-4-chloro-α-isonitrosoacetanilide → 4-bromo-5-chloroindoline-2,3-dione (65971-75-7) + 6-bromo-5-chloroisatin

Guidance literature:

With sulfuric acid; at 80 ℃; for 1h;

DOI:10.1021/jm00058a010

Reference yield:

4-bromoisatin (20780-72-7) → 4-bromo-5-chloroindoline-2,3-dione (65971-75-7)

Guidance literature:

With trichloroisocyanuric acid; sulfuric acid; for 0.333333h; Cooling with ice;

Reference yield:

3-bromo-4-chloroaniline (823-54-1) → 4-bromo-5-chloroindoline-2,3-dione (65971-75-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 77 percent / sodium sulfate, conc. HCl, hydroxylamine hydrochloride / H₂O / 1 h / 100 °C

2: 58 percent / conc. H₂SO₄ / 1 h / 80 °C

With hydrogenchloride; sulfuric acid; hydroxylamine hydrochloride; sodium sulfate; In water;

DOI:10.1021/jm00058a010

upstream raw materials:

3-bromo-4-chloroaniline

4-bromoisatin

Refernces

• 1、 Webber,Bleckman,Attard,Deal,Kathardekar,Welsh,Webber,Janson,Matthews,Smith,Freer,Jordan,Bacquet,Howland,Booth,Ward,Hermann,White,Morse,et al.. "Design of thymidylate synthase inhibitors using protein crystal structures: The synthesis and biological evaluation of a novel class of 5- substituted quinazolinones". . p. 733 - 746. Retrieved 2007/10/02.