Benzenemethanol, 3-amino-2,6-difluoro- (9CI)

Base Information

• Chemical Name: Benzenemethanol, 3-amino-2,6-difluoro- (9CI)
• CAS No.: 84832-03-1
• Molecular Formula: C7H7 F2 N O
• Molecular Weight: 159.135
• Hs Code.: 2922199090
• Mol file: 84832-03-1.mol

Synonyms:3-(Hydroxymethyl)-2,4-difluoroaniline

Chemical Property of Benzenemethanol, 3-amino-2,6-difluoro- (9CI)

Chemical Property:

• Boiling Point: 268.6±35.0 °C(Predicted)
• PKA: 13.57±0.10(Predicted)
• PSA: 46.25000
• Density: 1.396±0.06 g/cm3(Predicted)
• LogP: 1.62050

Purity/Quality:

(3-Amino-2,6-difluoro-phenyl)-methanol 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Benzenemethanol, 3-amino-2,6-difluoro- (9CI)

There total 5 articles about Benzenemethanol, 3-amino-2,6-difluoro- (9CI) 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: 100.0%

2,6-difluoro-3-nitrobenzyl alcohol (206884-26-6) → 3-hydroxymethyl-2,4-difluoroaniline (84832-03-1)

Guidance literature:

With hydrogen; Pd/C; In ethyl acetate; for 4h;

DOI:10.1016/S0968-0896(99)00203-5

Reference yield:

2,6-difluoro-3-nitrobenzoic acid (83141-10-0) → 3-hydroxymethyl-2,4-difluoroaniline (84832-03-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 42 percent / thionyl chloride / 1.) -15 to -5 deg C, 0.5 h, 2.) room temp., overnight

2: 88 percent / SnCl₂*2H₂O, conc. HCl / methanol / 20 h / Ambient temperature

3: LiAlH₄ / tetrahydrofuran / 1.) -15 to -5 deg C, 50 min, 2.) 0-5 deg C, 30 min

With hydrogenchloride; lithium aluminium tetrahydride; thionyl chloride; tin(ll) chloride; In tetrahydrofuran; methanol;

DOI:10.1248/cpb.30.3530

Reference yield:

2,6-difluorobenzoic acid (385-00-2) → 3-hydroxymethyl-2,4-difluoroaniline (84832-03-1)

Guidance literature:

Multi-step reaction with 4 steps

1: 95 percent / fuming HNO₃, conc. H₂SO₄ / 1 h / 20 - 25 °C

2: 42 percent / thionyl chloride / 1.) -15 to -5 deg C, 0.5 h, 2.) room temp., overnight

3: 88 percent / SnCl₂*2H₂O, conc. HCl / methanol / 20 h / Ambient temperature

4: LiAlH₄ / tetrahydrofuran / 1.) -15 to -5 deg C, 50 min, 2.) 0-5 deg C, 30 min

With hydrogenchloride; lithium aluminium tetrahydride; thionyl chloride; sulfuric acid; nitric acid; tin(ll) chloride; In tetrahydrofuran; methanol;

DOI:10.1248/cpb.30.3530

upstream raw materials:

methyl 3-amino-2,6-difluorobenzoate

2,6-difluoro-3-nitrobenzyl alcohol

2,6-difluoro-3-nitrobenzoic acid

2,6-difluorobenzoic acid

Downstream raw materials:

diethyl 2-(3-acetoxymethyl-2,4-difluoroanilino)methylenemalonate

2-[(2,4-Difluoro-3-hydroxymethyl-phenylamino)-methylene]-malonic acid diethyl ester

3-acetamido-2,6-difluorobenzyl methanesulfonate

3-acetamido-2,6-difluorobenzyl alcohol

Refernces

• 1、 Yoshida, Yoshiki,Barrett, David,Azami, Hidenori,Morinaga, Chizu,Matsumoto, Satoru,Matsumoto, Yoshimi,Takasugi, Hisashi. "Studies on anti-Helicobacter pylori agents. Part 1: Benzyloxyisoquinoline derivatives". . p. 2647 - 2666. Retrieved 2011/05/18.