Spiro[1,3-benzodioxole-2,1'-cyclohexan]-5-amine

Base Information

• Chemical Name: Spiro[1,3-benzodioxole-2,1'-cyclohexan]-5-amine
• CAS No.: 64179-41-5
• Molecular Formula: C12H15 N O2
• Molecular Weight: 205.25
• Hs Code.: 2932999099
• European Community (EC) Number: 854-937-2
• DSSTox Substance ID: DTXSID801244900
• ChEMBL ID: CHEMBL1565964
• Mol file: 64179-41-5.mol

Synonyms:64179-41-5;spiro[1,3-benzodioxole-2,1'-cyclohexan]-5-amine;Spiro[benzo[d][1,3]dioxole-2,1'-cyclohexan]-5-amine;spiro[1,3-benzodioxole-2,1'-cyclohexane]-5-amine;MLS000707284;SMR000288749;Cambridge id 6971002;Oprea1_780229;spiro[1,3-benzodioxole-2,1'-cyclohexane]-6-amine;cid_723336;CHEMBL1565964;SCHEMBL23873634;BDBM34904;DTXSID801244900;HMS1678I04;HMS2710I21;STK734117;AKOS000300493;SB38095;CS-0454469;EN300-24403;spiro[1,3-dioxaindane-2,1'-cyclohexane]-6-amine;SR-01000531215;5-spiro[1,3-benzodioxole-2,1''-cyclohexane]amine;spiro[1,3-benzodioxole-2,1''-cyclohexane]-5-amine;SR-01000531215-1;BRD-K49428997-001-07-1;spiro[1,3-benzodioxole-2,1''-cyclohexane]-5-ylamine;F0912-0899;SPIRO[1,3-BENZODIOXOLE-2,1-CYCLOHEXAN]-5-AMINE;Z194422344

Chemical Property of Spiro[1,3-benzodioxole-2,1'-cyclohexan]-5-amine

Chemical Property:

• Boiling Point: 360.7oC at 760 mmHg
• Flash Point: 188.9oC
• PSA: 44.48000
• Density: 1.22g/cm3
• LogP: 3.28160
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 205.110278721
• Heavy Atom Count: 15
• Complexity: 238

Purity/Quality:

98%min ^*data from raw suppliers

spiro[1,3-benzodioxole-2,1''-cyclohexane]-5-amine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCC2(CC1)OC3=C(O2)C=C(C=C3)N

Technology Process of Spiro[1,3-benzodioxole-2,1'-cyclohexan]-5-amine

There total 4 articles about Spiro[1,3-benzodioxole-2,1'-cyclohexan]-5-amine 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:

5-nitrospiro<1,3-benzodioxole-2,1'-cyclohexane> (64179-40-4) → 5-aminospiro<1,3-benzodioxole-2,1'-cyclohexane> (64179-41-5)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; for 3.5h; under 2280 Torr;

DOI:10.1021/jm00159a029

Reference yield:

cyclohexanone (108-94-1,11119-77-0,9003-41-2,9075-99-4) → 5-aminospiro<1,3-benzodioxole-2,1'-cyclohexane> (64179-41-5)

Guidance literature:

Multi-step reaction with 3 steps

1: 36.2 percent / p-TsOH / toluene / 24 h / Heating

2: 80.7 percent / 60percent aq. HNO₃ / ethanol / 0.25 h / 0 °C

3: H₂ / 10percent Pd/C / methanol / 3.5 h / 2280 Torr

With hydrogen; nitric acid; toluene-4-sulfonic acid; palladium on activated charcoal; In methanol; ethanol; toluene;

DOI:10.1021/jm00159a029

Reference yield:

benzene-1,2-diol (120-80-9,19481-10-8,37349-32-9) → 5-aminospiro<1,3-benzodioxole-2,1'-cyclohexane> (64179-41-5)

Guidance literature:

Multi-step reaction with 3 steps

1: 36.2 percent / p-TsOH / toluene / 24 h / Heating

2: 80.7 percent / 60percent aq. HNO₃ / ethanol / 0.25 h / 0 °C

3: H₂ / 10percent Pd/C / methanol / 3.5 h / 2280 Torr

With hydrogen; nitric acid; toluene-4-sulfonic acid; palladium on activated charcoal; In methanol; ethanol; toluene;

DOI:10.1021/jm00159a029

upstream raw materials:

5-nitrospiro<1,3-benzodioxole-2,1'-cyclohexane>

cyclohexanone

benzene-1,2-diol

spiro[benzo[d][1,3]dioxole-2,1'-cyclohexane]

Downstream raw materials:

C₂₂H₁₈N₂O₄

2-butyl-6-(3,4-dihydroxyphenylamino)benzo[de]isoquinoline-1,3-dione

2-phenyl-benzothiazoIe-5,6-diol cyclohexylidene ketal

3',4'-dihydroxy-N-methylacetanilide

Refernces

• 1、 Harvison, Peter J.,Forte, Anthony J.,Nelson, Sidney D.. "Comparative Toxicities and Analgesic Activities of Three Monomethylated Analogues of Acetaminophen". . p. 1737 - 1743. Retrieved 2007/10/02.