6-aminobenzo[1,3]dioxole-5-carbaldehyde

Base Information

• Chemical Name: 6-aminobenzo[1,3]dioxole-5-carbaldehyde
• CAS No.: 23126-68-3
• Molecular Formula: C8H7 N O3
• Molecular Weight: 165.148
• Hs Code.: 2932999099
• Mol file: 23126-68-3.mol

Synonyms:Piperonal, 6-amino- (6CI,8CI); 2-Amino-4,5-(methylenedioxy)benzaldehyde;4,5-(Methylenedioxy)-2-aminobenzaldehyde; 6-Amino-1,3-benzodioxole-5-carboxaldehyde;6-Aminopiperonal; NSC 155251

Chemical Property of 6-aminobenzo[1,3]dioxole-5-carbaldehyde

Chemical Property:

• Vapor Pressure: 5.02E-05mmHg at 25°C
• Melting Point: 107 °C
• Boiling Point: 348.5°Cat760mmHg
• PKA: 0.65±0.20(Predicted)
• Flash Point: 214.1°C
• PSA: 61.55000
• Density: 1.441g/cm³
• LogP: 1.39120

Purity/Quality:

99% ^*data from raw suppliers

6-Amino-1,3-benzodioxole-5-carbaldehyde 90% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 6-aminobenzo[1,3]dioxole-5-carbaldehyde

There total 8 articles about 6-aminobenzo[1,3]dioxole-5-carbaldehyde 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: 95.0%

6-nitro-1,3-benzodioxole-5-carbaldehyde (712-97-0) → 6-amino-benzo[1,3]dioxole-5-carbaldehyde (23126-68-3)

Guidance literature:

With hydrogen; In tetrahydrofuran; water; at 120 ℃; for 15h; under 37503.8 Torr; chemoselective reaction;

DOI:10.1126/science.1242005

Reference yield: 85.0%

→ 6-amino-benzo[1,3]dioxole-5-carbaldehyde (23126-68-3)

Guidance literature:

Reference yield: 50.0%

piperonal (120-57-0,30024-74-9) → 6-amino-benzo[1,3]dioxole-5-carbaldehyde (23126-68-3)

Guidance literature:

piperonal; With nitric acid; for 2h; Cooling with ice;

With potassium permanganate; at 120 ℃; for 3h;

With 0.5% Pd/C; hydrogen; at 100 ℃; Temperature;

upstream raw materials:

6-nitro-1,3-benzodioxole-5-carbaldehyde

piperonal

Downstream raw materials:

2-acetylamino-4,5-methylenedioxybenzaldehyde

4-phenyl-8,9-methylenedioxy-1,4,5-benzotriazocin-2(1H)-one hydrochloride

4-(m-methylphenyl)-8,9-methylenedioxy-1,4,5-benzotriazocin-2(1H)-one hydrochloride

4-(p-methylphenyl)-8,9-methylenedioxy-1,4,5-benzotriazocin-2(1H)-one hydrochloride

Refernces

• 1、 Yuan, Pengtao,Gu, Xiangyu,Ni, Xintong,Qi, Yingxue,Shao, Xusheng,Xu, Xiaoyong,Liu, Jianwen,Qian, Xuhong. "Non-alkylator anti-glioblastoma agents induced cell cycle G2/M arrest and apoptosis: Design, in silico physicochemical and SAR studies of 2-aminoquinoline-3-carboxamides". supporting information. . Retrieved 2021/09/22.
• 2、 Meng, Xiang-He,Peng, Ju-Yin,Yang, Ming,Zhao, Yu-Long. "Silver-Catalyzed Three-Component Coupling Reaction of Amines, 2-Isocyanobenzaldehydes, and 2,2,2-Trifluorodiazoethane and Synthesis of Trifluoromethyl-Substituted Indolo[1,2-c]quinazolines". supporting information. p. 244 - 250. Retrieved 2020/12/01.