2-endo-cyano-3-endo-phenylbicyclo<2.2.1>hept-5-ene-2-exo-carboamide

Base Information

• Chemical Name: 2-endo-cyano-3-endo-phenylbicyclo<2.2.1>hept-5-ene-2-exo-carboamide
• CAS No.: 124977-94-2
• Molecular Formula: C₁₅H₁₄N₂O
• Molecular Weight: 238.289
• Mol file: 124977-94-2.mol

Synonyms:

Chemical Property of 2-endo-cyano-3-endo-phenylbicyclo<2.2.1>hept-5-ene-2-exo-carboamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-endo-cyano-3-endo-phenylbicyclo<2.2.1>hept-5-ene-2-exo-carboamide

There total 11 articles about 2-endo-cyano-3-endo-phenylbicyclo<2.2.1>hept-5-ene-2-exo-carboamide 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: 86.0%

methyl 2-endo-cyano-3-endo-phenylbicyclo<2.2.1>hept-5-ene-2-exo-carboxylate (124977-92-0,125074-47-7) → 2-endo-cyano-3-endo-phenylbicyclo<2.2.1>hept-5-ene-2-exo-carboamide (124977-94-2,125074-49-9)

Guidance literature:

With ammonia; In methanol; for 48h; Ambient temperature;

DOI:10.1016/S0040-4020(01)89251-6

Reference yield: 79.0%

methyl 2-exo-cyano-3-exo-phenylbicyclo<2.2.1>hept-5-ene-2-endo-carboxylate (124977-92-0,125074-47-7) → 2-exo-cyano-3-exo-phenylbicyclo<2.2.1>hept-5-ene-2-endo-carboamide (124977-94-2,125074-49-9)

Guidance literature:

With ammonia; In methanol; for 48h; Ambient temperature;

DOI:10.1016/S0040-4020(01)89251-6

Reference yield:

methyl (E)-2-cyano-3-phenylprop-2-enoate (14533-86-9) → 2-exo-cyano-3-exo-phenylbicyclo<2.2.1>hept-5-ene-2-endo-carboamide (124977-94-2,125074-49-9)

Guidance literature:

Multi-step reaction with 5 steps

1: 83 percent / dioxane / 7 h / 60 °C / var.: solv., temp. and time; add. of cat. AlCl₃, ZnCl₂ or ZnI₂

2: 1.) 10 percent aq. NaOH 2.) I₂, KI / 1.) MeOH, RT, 24 h 2.) MeOH, H₂O, 1 h

3: 70 percent / zinc dust / acetic acid / 6 h

4: diethyl ether / Ambient temperature

5: 79 percent / NH₃ / methanol / 48 h / Ambient temperature

With sodium hydroxide; ammonia; iodine; potassium iodide; zinc; In 1,4-dioxane; methanol; diethyl ether; acetic acid;

DOI:10.1016/S0040-4020(01)89251-6

upstream raw materials:

methyl 2-exo-cyano-3-exo-phenylbicyclo<2.2.1>hept-5-ene-2-endo-carboxylate

methyl (E)-2-cyano-3-phenylprop-2-enoate

cyclopenta-1,3-diene

(1S,2S,3S,6S,7R,9S)-2-Iodo-5-oxo-9-phenyl-4-oxa-tricyclo[4.2.1.0^3,7]nonane-6-carbonitrile

Downstream raw materials:

2-exo-cyano-3-exo-phenylbicyclo<2.2.1>heptane-2-endo-carboamide

2-endo-cyano-3-endo-phenylbicyclo<2.2.1>heptane-2-exo-carboamide