5-Chloro-1,3-benzodioxole-4-carboxylic acid

Base Information

• Chemical Name: 5-Chloro-1,3-benzodioxole-4-carboxylic acid
• CAS No.: 379229-83-1
• Molecular Formula: C₈H₅ClO₄
• Molecular Weight: 200.578
• Hs Code.: 2932999099
• DSSTox Substance ID: DTXSID20428681
• Wikidata: Q72517215
• Mol file: 379229-83-1.mol

Synonyms:5-chloro-1,3-benzodioxole-4-carboxylic acid;379229-83-1;5-CHLOROBENZO[D][1,3]DIOXOLE-4-CARBOXYLIC ACID;1,3-Benzodioxole-4-carboxylic acid, 5-chloro-;AR-527/43293967;SCHEMBL3275768;DTXSID20428681;MFCD06655990;AKOS016002177;AS-37314;5-chloro-1,3-dioxaindane-4-carboxylic acid;CS-0205557;FT-0709219;5-chloro-benzo[1,3]dioxole-4-carboxylic acid;EN300-1697590;A873981;Z1269154625

Chemical Property of 5-Chloro-1,3-benzodioxole-4-carboxylic acid

Chemical Property:

• Vapor Pressure: 2.92E-05mmHg at 25°C
• Boiling Point: 342.3 °C at 760 mmHg
• Flash Point: 160.8 °C
• PSA: 55.76000
• Density: 1.603 g/cm³
• LogP: 1.76690
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 199.9876363
• Heavy Atom Count: 13
• Complexity: 220

Purity/Quality:

99% ^*data from raw suppliers

5-Chloro-1,3-benzodioxole-4-carboxylicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1OC2=C(O1)C(=C(C=C2)Cl)C(=O)O

Technology Process of 5-Chloro-1,3-benzodioxole-4-carboxylic acid

There total 1 articles about 5-Chloro-1,3-benzodioxole-4-carboxylic acid 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: 84.0%

5-chloro-1,3-benzodioxole (7228-38-8) + carbon dioxide (124-38-9,18923-20-1) → 5-chloro-1,3-benzodioxole-4-carboxylic acid (379229-83-1)

Guidance literature:

5-chloro-1,3-benzodioxole; With lithium diisopropyl amide; In tetrahydrofuran; at -78 ℃; for 0.5h;

carbon dioxide; In tetrahydrofuran; at -78 - 20 ℃;

DOI:10.1021/jm030317k

Reference yield: 81.0%

tert-butyl alcohol (75-65-0) + 5-chloro-1,3-benzodioxole-4-carboxylic acid (379229-83-1) → tert-butyl (5-chloro-1,3-benzodioxol-4-yl)carbamate (379229-84-2)

Guidance literature:

With diphenyl phosphoryl azide; triethylamine; In 1,4-dioxane; at 100 ℃; for 4h;

DOI:10.1021/jm030317k

Reference yield:

5-chloro-1,3-benzodioxole-4-carboxylic acid (379229-83-1) → 7-(benzyloxy)-N-(5-chloro-1,3-benzodioxol-4-yl)-6-methoxyquinazolin-4-amine hydrochloride

Guidance literature:

Multi-step reaction with 3 steps

1: 81 percent / diphenoxyphosphoryl azide; Et₃N / dioxane / 4 h / 100 °C

2: 93 percent / TFA / CH₂Cl₂ / 3 h / 20 °C

3: 84 percent / HCl(g) / propan-2-ol / 80 °C

With hydrogenchloride; diphenyl phosphoryl azide; triethylamine; trifluoroacetic acid; In 1,4-dioxane; dichloromethane; isopropyl alcohol; 1: Curtius rearrangement;

DOI:10.1021/jm030317k

upstream raw materials:

5-chloro-1,3-benzodioxole

carbon dioxide

Downstream raw materials:

tert-butyl (5-chloro-1,3-benzodioxol-4-yl)carbamate

5-chlorobenzo[d][1,3]dioxolcyclopenten-4-amine

Refernces

• 1、 -. "QUINAZOLINE DERIVATIVES FOR USE IN THE TREATMENT OF CANCER". Page/Page column 70. . Retrieved 2008/06/13.