methyl 6-amino-1,3-benzodioxole-5-carboxylate

Base Information

• Chemical Name: methyl 6-amino-1,3-benzodioxole-5-carboxylate
• CAS No.: 40680-63-5
• Molecular Formula: C9H9 N O4
• Molecular Weight: 195.175
• Mol file: 40680-63-5.mol

Synonyms:Piperonylicacid, 6-amino-, methyl ester (6CI); 2-Amino-4,5-(methylenedioxy)benzoic acidmethyl ester; NSC 155253

Chemical Property of methyl 6-amino-1,3-benzodioxole-5-carboxylate

Chemical Property:

• Vapor Pressure: 0.000107mmHg at 25°C
• Boiling Point: 337.1°Cat760mmHg
• Flash Point: 184.8°C
• Density: 1.386g/cm³

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of methyl 6-amino-1,3-benzodioxole-5-carboxylate

There total 8 articles about methyl 6-amino-1,3-benzodioxole-5-carboxylate 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: 90.0%

methyl 6-nitrobenzo[d][1,3]dioxole-5-carboxylate (721-00-6) → methyl 6-aminobenzo[d][1,3]dioxole-5-carboxylate (40680-63-5)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In methanol; ethyl acetate; at 50 ℃; for 12h;

Reference yield:

methyl 6-nitrobenzo[d][1,3]dioxole-5-carboxylate (721-00-6) + 6-nitro-1,3-benzodioxole-5-carbaldehyde (712-97-0) → methyl 6-aminobenzo[d][1,3]dioxole-5-carboxylate (40680-63-5)

Guidance literature:

manganese dioxide; palladium; In methanol; ethanol;

Reference yield:

6-nitro-1,3-benzodioxole-5-carbaldehyde (712-97-0) → methyl 6-aminobenzo[d][1,3]dioxole-5-carboxylate (40680-63-5)

Guidance literature:

Multi-step reaction with 3 steps

1: NaClO₂, H₂O₂, KH₂PO₄ / acetonitrile

2: Cs₂CO₃ / dimethylformamide

3: H₂ / Pd/C / tetrahydrofuran

With sodium chlorite; potassium dihydrogenphosphate; hydrogen; dihydrogen peroxide; caesium carbonate; palladium on activated charcoal; In tetrahydrofuran; N,N-dimethyl-formamide; acetonitrile;

DOI:10.1016/S0968-0896(98)00080-7

upstream raw materials:

methyl 6-nitrobenzo[d][1,3]dioxole-5-carboxylate

hydrogenchloride

acetic acid

6-nitrobenzo[d][1,3]dioxole-5-carboxylic acid

Downstream raw materials:

6-[2,2-bis-(4-chloro-phenyl)-acetylamino]-benzo[1,3]dioxole-5-carboxylic acid methyl ester

6-(4-fluoro-benzoylamino)-benzo[1,3]dioxole-5-carboxylic acid methyl ester

6-(3,4,5-trimethoxy-benzoylamino)-benzo[1,3]dioxole-5-carboxylic acid methyl ester

6-benzoylamino-benzo[1,3]dioxole-5-carboxylic acid methyl ester