2,2-Difluorobenzo[d][1,3]dioxole-5,6-diamine

Base Information

• Chemical Name: 2,2-Difluorobenzo[d][1,3]dioxole-5,6-diamine
• CAS No.: 1744-12-3
• Molecular Formula: C7H6 F2 N2 O2
• Molecular Weight: 188.13
• Hs Code.: 2932999099
• European Community (EC) Number: 696-308-3
• Mol file: 1744-12-3.mol

Synonyms:1744-12-3;2,2-Difluorobenzo[d][1,3]dioxole-5,6-diamine;2,2-difluoro-1,3-benzodioxole-5,6-diamine;2,2-DIFLUORO-BENZO[1,3]DIOXOLE-5,6-DIAMINE;5,6-diamino-2,2-difluoro-1,3-benzodioxole;1,3-Benzodioxole-5,6-diamine, 2,2-difluoro-;SCHEMBL939408;MFCD04972804;AKOS015910954;2,2-difluoro-1,3-dioxaindane-5,6-diamine;CS-0448407;FT-0666366;FT-0691327;5,6-Diamine-2,2-difluoro-1,3-benzodioxole;EN300-201250;A934988

Chemical Property of 2,2-Difluorobenzo[d][1,3]dioxole-5,6-diamine

Chemical Property:

• PSA: 70.50000
• LogP: 2.33490
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 0
• Exact Mass: 188.03973376
• Heavy Atom Count: 13
• Complexity: 195

Purity/Quality:

99% ^*data from raw suppliers

2,2-difluoro-2H-1,3-benzodioxole-5,6-diamine ^*data from reagent suppliers

Safty Information:

• Statements: 20/21/22-36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(C(=CC2=C1OC(O2)(F)F)N)N

Technology Process of 2,2-Difluorobenzo[d][1,3]dioxole-5,6-diamine

There total 5 articles about 2,2-Difluorobenzo[d][1,3]dioxole-5,6-diamine 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:

N-(2,2-difluoro-6-nitrobenzo[d][1,3]dioxol-5-yl)acetamide (1736-66-9) → 2,2-difluorobenzo[d][1,3]dioxole-5,6-diamine (1744-12-3)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sodium methylate; methanol / 0.75 h / 0 - 5 °C

2.1: nickel; hydrogen / methanol / 1 h / 25 °C / Inert atmosphere

2.2: pH 8 - 10

With methanol; hydrogen; sodium methylate; nickel; In methanol;

Reference yield:

2,2-difluoro-6-nitrobenzo[d][1,3]dioxol-5-amine (1644-86-6) → 2,2-difluorobenzo[d][1,3]dioxole-5,6-diamine (1744-12-3)

Guidance literature:

2,2-difluoro-6-nitrobenzo[d][1,3]dioxol-5-amine; With hydrogen; nickel; In methanol; at 25 ℃; for 1h; Inert atmosphere;

In water; pH=8 - 10;

Reference yield:

2,2-difluoro-benzo[1,3]dioxol-5-ylamine (1544-85-0) → 2,2-difluorobenzo[d][1,3]dioxole-5,6-diamine (1744-12-3)

Guidance literature:

Multi-step reaction with 4 steps

1.1: toluene / 2 h / 100 °C

2.1: acetic acid; nitric acid / 25 - 60 °C

3.1: sodium methylate; methanol / 0.75 h / 0 - 5 °C

4.1: nickel; hydrogen / methanol / 1 h / 25 °C / Inert atmosphere

4.2: pH 8 - 10

With methanol; hydrogen; nitric acid; sodium methylate; nickel; acetic acid; In methanol; toluene;

upstream raw materials:

2,2-difluoro-benzo[1,3]dioxol-5-ylamine

N-(2,2-difluorobenzo[d][1,3]dioxol-5-yl)acetamide

N-(2,2-difluoro-6-nitrobenzo[d][1,3]dioxol-5-yl)acetamide

2,2-difluoro-6-nitrobenzo[d][1,3]dioxol-5-amine

Downstream raw materials:

6,6-difluoro[1,3]dioxolo[4,5-f]benzimidazole

Refernces

• 1、 Gao, Mingzhang,Wang, Min,Zheng, Qi-Huang. "Synthesis of carbon-11-labeled CK1 inhibitors as new potential PET radiotracers for imaging of Alzheimer's disease". . p. 2234 - 2238. Retrieved 2018/06/01.
• 2、 Richter, Julia,Bischof, Joachim,Zaja, Mirko,Kohlhof, Hella,Othersen, Olaf,Vitt, Daniel,Alscher, Vanessa,Pospiech, Irmgard,García-Reyes, Balbina,Berg, Sebastian,Leban, Johann,Knippschild, Uwe. "Difluoro-dioxolo-benzoimidazol-benzamides as potent inhibitors of CK1δ and ε with nanomolar inhibitory activity on cancer cell proliferation". . p. 7933 - 7946. Retrieved 2014/12/10.