(2-METHOXY-PHENYL)-HYDRAZINE

Base Information

• Chemical Name: (2-METHOXY-PHENYL)-HYDRAZINE
• CAS No.: 18312-46-4
• Molecular Formula: C7H10 N2 O
• Molecular Weight: 138.169
• Hs Code.: 2928000090
• Mol file: 18312-46-4.mol

Synonyms:Hydrazine,(o-methoxyphenyl)- (6CI,7CI,8CI); (o-Methoxyphenyl)hydrazine;2-Methoxyphenylhydrazine; o-Anisylhydrazine

Chemical Property of (2-METHOXY-PHENYL)-HYDRAZINE

Chemical Property:

• Melting Point: 43 °C
• Boiling Point: 263.5±23.0 °C(Predicted)
• PKA: 5.10±0.10(Predicted)
• PSA: 47.28000
• Density: 1.150±0.06 g/cm3(Predicted)
• LogP: 1.75410
• Solubility.: DMSO (Slightly), Methanol (Very Slightly)

Purity/Quality:

98%min ^*data from raw suppliers

o-Anisylhydrazine ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Uses: o-Anisylhydrazine, can be used as an intermediate in the synthesis of biologically active compounds, such as 1,2,4-trisubstituted imidazoles and 1,3,5-trisubstituted pyrazoles as inhibitors of transforming growth factor β type 1 receptor (ALK5).

Technology Process of (2-METHOXY-PHENYL)-HYDRAZINE

There total 7 articles about (2-METHOXY-PHENYL)-HYDRAZINE 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: 83.3%

2-methoxy-phenylamine (90-04-0) → (2-methoxyphenyl)hydrazine (18312-46-4)

Guidance literature:

2-methoxy-phenylamine; With hydrogenchloride; sodium nitrite; In water; at 0 - 20 ℃; for 1h;

With ammonium hydroxide; sodium hydrogensulfite; sodium chloride; In water; at 60 - 75 ℃; for 1.5h; pH=6;

With hydrogenchloride; In water; at 5 - 25 ℃; for 3h; pH=0.14 - 9.1; pH-value; Temperature;

Reference yield: 64.0%

Acetic acid N'-cyclohexylidene-N-(2-methoxy-phenyl)-hydrazide (154419-05-3) → (2-methoxyphenyl)hydrazine (18312-46-4)

Guidance literature:

With hydrogenchloride; at 40 ℃; for 1h;

DOI:10.3987/COM-93-S18

Reference yield:

2-methoxyacetanilide (93-26-5) → (2-methoxyphenyl)hydrazine (18312-46-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 1,4-diazabicyclo<2.2.2>octane / toluene

2: 64 percent / 2 N aq. HCl / 1 h / 40 °C

With 1,4-diaza-bicyclo[2.2.2]octane; hydrogenchloride; In toluene;

DOI:10.3987/COM-93-S18

upstream raw materials:

2-methoxybenzenediazonium chloride

2-methoxy-phenylamine

Acetic acid N'-cyclohexylidene-N-(2-methoxy-phenyl)-hydrazide

2-methoxyacetanilide

Downstream raw materials:

2,3-Dimethyl-7-methoxyindol

1,5-bis-(2-methoxy-phenyl)-thiocarbazone

2-(2-methoxy-phenylhydrazono)-acetic acid

(2-methoxy-phenyl)-sulfinyl-hydrazine

Refernces

• 1、 Hosseini-Sarvari, Mona,Koohgard, Mehdi. "Visible-light-mediated phosphonylation reaction: formation of phosphonates from alkyl/arylhydrazines and trialkylphosphites using zinc phthalocyanine". supporting information. p. 5905 - 5911. Retrieved 2021/07/12.
• 2、 John, Alford A.,Ramil, Carlo P.,Tian, Yulin,Cheng, Gang,Lin, Qing. "Synthesis and Site-Specific Incorporation of Red-Shifted Azobenzene Amino Acids into Proteins". supporting information. p. 6258 - 6261. Retrieved 2016/01/09.