3,5-Diaminobenzoic acid

Base Information

• Chemical Name: 3,5-Diaminobenzoic acid
• CAS No.: 5535-87-5
• Molecular Formula: C14H14O2
• Molecular Weight: 214.26000
• Hs Code.: 2932999099
• Mol file: 5535-87-5.mol

Synonyms:

Chemical Property of 3,5-Diaminobenzoic acid

Chemical Property:

• PSA: 18.46000
• LogP: 2.38020

Purity/Quality:

98% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 3,5-Diaminobenzoic acid

There total 7 articles about 3,5-Diaminobenzoic 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: 26.0%

5-(hexa-2,4-diynyl)-2-(4-hydroxybutyl)furan (1086594-84-4) → (±)-(Z)-B-ring-homo-tonghaosu (5535-87-5) + (2E)-2-(hexa-2,4-diynylidene)-1,6-dioxaspiro[4.5]dec-3-ene (3306-40-9)

Guidance literature:

With 2,3-dicyano-5,6-dichloro-p-benzoquinone; In dichloromethane; at -95 ℃; optical yield given as %de;

DOI:10.1021/ol802138t

Reference yield:

1-[5-(4-Hydroxy-butyl)-furan-2-yl]-hexa-2,4-diyn-1-ol (215169-26-9) → (±)-(Z)-B-ring-homo-tonghaosu (5535-87-5) + (2E)-2-(hexa-2,4-diynylidene)-1,6-dioxaspiro[4.5]dec-3-ene (3306-40-9)

Guidance literature:

With copper(II) sulfate; In toluene; at 70 ℃; for 3h; Yield given. Yields of byproduct given. Title compound not separated from byproducts;

DOI:10.1016/S0040-4020(98)00732-7

Reference yield:

4-(furan-2-yl)butan-1-ol (19958-66-8) → (±)-(Z)-B-ring-homo-tonghaosu (5535-87-5)

Guidance literature:

Multi-step reaction with 5 steps

1: DMAP / pyridine / 12 h / Ambient temperature

2: POCl₃ / CH₂Cl₂ / 4 h / Ambient temperature

3: 1.) n-BuLi, TMEDA / 1.) THF, hexane, -78 deg C to rt, 2.) THF, hexane, 0 deg C to rt

4: 90 percent / KHCO₃ / methanol; H₂O / 12 h / 40 °C

5: CuSO₄*5H₂O / toluene / 3 h / 70 °C

With dmap; n-butyllithium; N,N,N,N,-tetramethylethylenediamine; potassium hydrogencarbonate; copper(II) sulfate; trichlorophosphate; In pyridine; methanol; dichloromethane; water; toluene;

DOI:10.1016/S0040-4020(98)00732-7

upstream raw materials:

1-[5-(4-Hydroxy-butyl)-furan-2-yl]-hexa-2,4-diyn-1-ol

4-(furan-2-yl)butan-1-ol

α-Furyl-1 acetoxy-4 butane

5-(4-acetoxybutyl)-2-furaldehyde

Refernces

• 1、 Robertson, Jeremy,Naud, Sebastien. "Synthesis of spiroacetal enol ethers by oxidative activation of furan derivatives". supporting information; experimental part. p. 5445 - 5448. Retrieved 2009/06/18.
• 2、 Bohlmann,Florentz. "Polyacetylene compounds, XCVI. On the biogenesis of spiroketalenoletherpolyine". . p. 990 - 994. Retrieved 2007/10/09.