6-<4-(3,4-dimethoxybenzoyl)-1-piperazinyl>-1,4-dihydro-2H-3,1-benzoxazin-2-one hydrochloride

Base Information

• Chemical Name: 6-<4-(3,4-dimethoxybenzoyl)-1-piperazinyl>-1,4-dihydro-2H-3,1-benzoxazin-2-one hydrochloride
• CAS No.: 119198-28-6
• Molecular Formula: C₂₁H₂₃N₃O₅*ClH
• Molecular Weight: 433.892
• Mol file: 119198-28-6.mol

Synonyms:

Chemical Property of 6-<4-(3,4-dimethoxybenzoyl)-1-piperazinyl>-1,4-dihydro-2H-3,1-benzoxazin-2-one hydrochloride

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 6-<4-(3,4-dimethoxybenzoyl)-1-piperazinyl>-1,4-dihydro-2H-3,1-benzoxazin-2-one hydrochloride

There total 4 articles about 6-<4-(3,4-dimethoxybenzoyl)-1-piperazinyl>-1,4-dihydro-2H-3,1-benzoxazin-2-one hydrochloride 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:

2-nitro-5-chlorobenzaldehyde dimethyl acetal (13796-06-0) → 6-<4-(3,4-dimethoxybenzoyl)-1-piperazinyl>-1,4-dihydro-2H-3,1-benzoxazin-2-one hydrochloride (119198-28-6)

Guidance literature:

Multi-step reaction with 4 steps

1: 63 percent / dimethylformamide / 4 h / 80 °C

2: 73 percent / triethyl amine / dimethylformamide / 2 h / Ambient temperature

3: 1.) NaBH₄; 2.) N₂H₄*H₂O / 2.) Ni(Raney) / 1.) 0 - 5 deg C, 1 h, CH₃OH, CHCl₃; 2.) room temp., 30 min, CH₃OH

4: 1.) K₂CO₃; 2.) KOH / 1.) CH₂Cl₂, H₂O, -5 deg C, 3 h; room temp., 18 h; 2.) ethanol, 80 deg C, 1 h;

With potassium hydroxide; sodium tetrahydroborate; potassium carbonate; hydrazine hydrate; triethylamine; Ni(Raney); In N,N-dimethyl-formamide;

DOI:10.1248/cpb.36.2401

Reference yield:

1-(3-Formyl-4-nitrophenyl)piperazine hydrochloride (86813-46-9) → 6-<4-(3,4-dimethoxybenzoyl)-1-piperazinyl>-1,4-dihydro-2H-3,1-benzoxazin-2-one hydrochloride (119198-28-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 73 percent / triethyl amine / dimethylformamide / 2 h / Ambient temperature

2: 1.) NaBH₄; 2.) N₂H₄*H₂O / 2.) Ni(Raney) / 1.) 0 - 5 deg C, 1 h, CH₃OH, CHCl₃; 2.) room temp., 30 min, CH₃OH

3: 1.) K₂CO₃; 2.) KOH / 1.) CH₂Cl₂, H₂O, -5 deg C, 3 h; room temp., 18 h; 2.) ethanol, 80 deg C, 1 h;

With potassium hydroxide; sodium tetrahydroborate; potassium carbonate; hydrazine hydrate; triethylamine; Ni(Raney); In N,N-dimethyl-formamide;

DOI:10.1248/cpb.36.2401

Reference yield:

1-(3,4-dimethoxybenzoyl)-4-(3-formyl-4-nitrophenyl)piperazine (81840-07-5) → 6-<4-(3,4-dimethoxybenzoyl)-1-piperazinyl>-1,4-dihydro-2H-3,1-benzoxazin-2-one hydrochloride (119198-28-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) NaBH₄; 2.) N₂H₄*H₂O / 2.) Ni(Raney) / 1.) 0 - 5 deg C, 1 h, CH₃OH, CHCl₃; 2.) room temp., 30 min, CH₃OH

2: 1.) K₂CO₃; 2.) KOH / 1.) CH₂Cl₂, H₂O, -5 deg C, 3 h; room temp., 18 h; 2.) ethanol, 80 deg C, 1 h;

With potassium hydroxide; sodium tetrahydroborate; potassium carbonate; hydrazine hydrate; Ni(Raney);

DOI:10.1248/cpb.36.2401

upstream raw materials:

4-(4-amino-3-hydroxymethylphenyl)-1-(3,4-dimethoxybenzoyl)piperazine

trifluoroacetyl chloride

2-nitro-5-chlorobenzaldehyde dimethyl acetal

1-(3,4-dimethoxybenzoyl)-4-(3-formyl-4-nitrophenyl)piperazine