4-[(6-amino-2,4-dimethyl-3,4-dihydro-2H-1,4-benzoxazin-2-yl)methoxy]benzonitrile

Base Information

Chemical Name:4-[(6-amino-2,4-dimethyl-3,4-dihydro-2H-1,4-benzoxazin-2-yl)methoxy]benzonitrile
CAS No.:1056737-23-5
Molecular Formula:C₁₈H₁₉N₃O₂
Molecular Weight:309.368
Hs Code.:

Synonyms:4-[(6-amino-2,4-dimethyl-3,4-dihydro-2H-1,4-benzoxazin-2-yl)methoxy]benzonitrile

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Chemical Property of 4-[(6-amino-2,4-dimethyl-3,4-dihydro-2H-1,4-benzoxazin-2-yl)methoxy]benzonitrile

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Technology Process of 4-[(6-amino-2,4-dimethyl-3,4-dihydro-2H-1,4-benzoxazin-2-yl)methoxy]benzonitrile

There total 5 articles about 4-[(6-amino-2,4-dimethyl-3,4-dihydro-2H-1,4-benzoxazin-2-yl)methoxy]benzonitrile 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%

: 1056737-17-7
4-[(2,4-dimethyl-6-nitro-3,4-dihydro-2H-1,4-benzoxazin-2-yl)methoxy]benzonitrile

: 1056737-23-5
4-[(6-amino-2,4-dimethyl-3,4-dihydro-2H-1,4-benzoxazin-2-yl)methoxy]benzonitrile

Guidance literature:: With palladium 10% on activated carbon; hydrogen; In tetrahydrofuran; at 20 ℃; for 2h; Inert atmosphere;
DOI:10.1021/jm8003448

Reference yield:

: 1056737-08-6
(2,4-dimethyl-6-nitro-3,4-dihydro-2H-1,4-benzoxazin-2-yl)methanol

: 1056737-23-5
4-[(6-amino-2,4-dimethyl-3,4-dihydro-2H-1,4-benzoxazin-2-yl)methoxy]benzonitrile

Guidance literature:: Multi-step reaction with 2 steps

1: di-isopropyl azodicarboxylate; triphenylphosphine / tetrahydrofuran / 48 h / Reflux

2: palladium on carbon; hydrogen / tetrahydrofuran / 2 h / 20 °C

With di-isopropyl azodicarboxylate; palladium on carbon; hydrogen; triphenylphosphine; In tetrahydrofuran; 1: Mitsunobu reaction;
DOI:10.1016/j.bmcl.2011.06.089

Reference yield:

: 99-57-0
2-hydroxy-5-nitroaniline

: 1056737-23-5
4-[(6-amino-2,4-dimethyl-3,4-dihydro-2H-1,4-benzoxazin-2-yl)methoxy]benzonitrile

Guidance literature:: Multi-step reaction with 5 steps

1: potassium fluoride / N,N-dimethyl-formamide / 6 h / 60 °C

2: potassium fluoride / N,N-dimethyl-formamide / 6 h / 20 °C

3: dimethylsulfide borane complex / tetrahydrofuran / Reflux

4: di-isopropyl azodicarboxylate; triphenylphosphine / tetrahydrofuran / 48 h / Reflux

5: palladium on carbon; hydrogen / tetrahydrofuran / 2 h / 20 °C

With potassium fluoride; di-isopropyl azodicarboxylate; dimethylsulfide borane complex; palladium on carbon; hydrogen; triphenylphosphine; In tetrahydrofuran; N,N-dimethyl-formamide; 4: Mitsunobu reaction;
DOI:10.1016/j.bmcl.2011.06.089