1,4-Cyclohexadiene-1-carboxamide, 2-amino-3,6-dioxo-5-propyl-

Base Information

• Chemical Name: 1,4-Cyclohexadiene-1-carboxamide, 2-amino-3,6-dioxo-5-propyl-
• CAS No.: 138224-10-9
• Molecular Formula: C10H12N2O3
• Molecular Weight: 208.217
• Mol file: 138224-10-9.mol

Synonyms:

Chemical Property of 1,4-Cyclohexadiene-1-carboxamide, 2-amino-3,6-dioxo-5-propyl-

Chemical Property:

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1,4-Cyclohexadiene-1-carboxamide, 2-amino-3,6-dioxo-5-propyl-

There total 8 articles about 1,4-Cyclohexadiene-1-carboxamide, 2-amino-3,6-dioxo-5-propyl- 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%

6-hydroxy-3-methoxy-5-propylanthranilamide (138224-09-6) → 2-amino-3-carboxamido-5-propyl-1,4-benzoquinone (138224-10-9)

Guidance literature:

With ammonium cerium(IV) nitrate; In water; acetonitrile; for 0.00833333h;

DOI:10.1016/S0040-4020(01)89723-4

Reference yield:

2,5-dimethoxy-6-nitrobenzamide (26002-58-4) → 2-amino-3-carboxamido-5-propyl-1,4-benzoquinone (138224-10-9)

Guidance literature:

Multi-step reaction with 6 steps

1: 96.5 percent / H₂ / 10percent Pd/C / methanol / 3 h

2: 86 percent / LiSMe / dimethylformamide / 14 h / 80 °C

3: 82.9 percent / K₂CO₃ / dimethylformamide / 3 h / Ambient temperature

4: ethane-1,2-diol / 0.33 h / 145 °C

5: H₂ / 10percent Pd/C / methanol / 6 h / 760 Torr

6: 97 percent / ammonium cerium(IV) nitrate / H₂O; acetonitrile / 0.01 h

With ammonium cerium(IV) nitrate; hydrogen; lithium methanethiolate; potassium carbonate; palladium on activated charcoal; In methanol; water; ethylene glycol; N,N-dimethyl-formamide; acetonitrile;

DOI:10.1016/S0040-4020(01)89723-4

Reference yield:

2,5-dimethoxybenzamide (42020-21-3) → 2-amino-3-carboxamido-5-propyl-1,4-benzoquinone (138224-10-9)

Guidance literature:

Multi-step reaction with 7 steps

1: 91.8 percent / 70percent HNO₃ / 0.83 h / 15 °C

2: 96.5 percent / H₂ / 10percent Pd/C / methanol / 3 h

3: 86 percent / LiSMe / dimethylformamide / 14 h / 80 °C

4: 82.9 percent / K₂CO₃ / dimethylformamide / 3 h / Ambient temperature

5: ethane-1,2-diol / 0.33 h / 145 °C

6: H₂ / 10percent Pd/C / methanol / 6 h / 760 Torr

7: 97 percent / ammonium cerium(IV) nitrate / H₂O; acetonitrile / 0.01 h

With ammonium cerium(IV) nitrate; hydrogen; nitric acid; lithium methanethiolate; potassium carbonate; palladium on activated charcoal; In methanol; water; ethylene glycol; N,N-dimethyl-formamide; acetonitrile;

DOI:10.1016/S0040-4020(01)89723-4

upstream raw materials:

6-hydroxy-3-methoxy-5-propylanthranilamide

2,5-dimethoxybenzamide

2,5-dimethoxy-6-nitrobenzamide

methyl 2,5-dimethoxybenzoate

Downstream raw materials:

2-Amino-3,6-dihydroxy-5-propyl-benzamide