4-bromo-3-(2-methoxy-phenyl)-sydnone

Base Information

• Chemical Name: 4-bromo-3-(2-methoxy-phenyl)-sydnone
• CAS No.: 14606-02-1
• Molecular Formula: C₉H₇BrN₂O₃
• Molecular Weight: 271.07
• Mol file: 14606-02-1.mol

Synonyms:4-bromo-3-(2-methoxy-phenyl)-sydnone

Chemical Property of 4-bromo-3-(2-methoxy-phenyl)-sydnone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-bromo-3-(2-methoxy-phenyl)-sydnone

There total 3 articles about 4-bromo-3-(2-methoxy-phenyl)-sydnone 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: 97.0%

N-(2-methoxyphenyl)sydnone (3483-15-6) → 4-bromo-3-(2-methoxy-phenyl)-sydnone (14606-02-1)

Guidance literature:

With 1,3-dibromo-5,5-dimethylimidazolidine-2,4-dione; In N,N-dimethyl-formamide; at 20 ℃; for 2.3h;

DOI:10.1055/s-2006-926380

Reference yield:

(2-methoxyphenyl)glycine (94800-23-4) → 4-bromo-3-(2-methoxy-phenyl)-sydnone (14606-02-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 90 percent / 1,3-dibromo-5,5-dimethylhydantoin; NaNO₂; Ac₂O / CH₂Cl₂ / 11.5 h / 0 - 5 °C

2: 97 percent / 1,3-dibromo-5,5-dimethylhydantoin / dimethylformamide / 2.3 h / 20 °C

With 1,3-dibromo-5,5-dimethylimidazolidine-2,4-dione; acetic anhydride; sodium nitrite; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1055/s-2006-926380

Reference yield:

N-(2-methoxy-phenyl)-N-nitroso-glycine (121163-59-5) → 4-bromo-3-(2-methoxy-phenyl)-sydnone (14606-02-1)

Guidance literature:

Multi-step reaction with 2 steps

1: Ac₂O

2: Br₂, NaOAc / acetic acid / 2 h

With bromine; sodium acetate; acetic anhydride; In acetic acid;

DOI:10.1039/j39670001006

upstream raw materials:

N-(2-methoxyphenyl)sydnone

(2-methoxyphenyl)glycine

N-(2-methoxy-phenyl)-N-nitroso-glycine

Refernces

• 1、 Mallur, Shanta G.,Badami, Bharati V.. "Transformation of the sydnone ring into oxadiazolinones. A convenient one-pot synthesis of 3-aryl-5-methyl-1,3,4-oxadiazolin-2-ones from 3- arylsydnones and their antimicrobial activity". . p. 65 - 67. Retrieved 2007/10/03.