N-(3-butenyl)-N-(2-bromo-4-methylphenyl)-α-carbomethoxy-α-diazoacetamide

Base Information

• Chemical Name: N-(3-butenyl)-N-(2-bromo-4-methylphenyl)-α-carbomethoxy-α-diazoacetamide
• CAS No.: 155257-42-4
• Molecular Formula: C₁₅H₁₆BrN₃O₃
• Molecular Weight: 366.214

Synonyms:N-(3-butenyl)-N-(2-bromo-4-methylphenyl)-α-carbomethoxy-α-diazoacetamide

Chemical Property of N-(3-butenyl)-N-(2-bromo-4-methylphenyl)-α-carbomethoxy-α-diazoacetamide

Chemical Property:

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Technology Process of N-(3-butenyl)-N-(2-bromo-4-methylphenyl)-α-carbomethoxy-α-diazoacetamide

There total 2 articles about N-(3-butenyl)-N-(2-bromo-4-methylphenyl)-α-carbomethoxy-α-diazoacetamide 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:

N-(3-butenyl)-N-(2-bromo-4-methylphenyl)-α-carbomethoxyacetamide (155257-40-2) → N-(3-butenyl)-N-(2-bromo-4-methylphenyl)-α-carbomethoxy-α-diazoacetamide (155257-42-4)

Guidance literature:

With 1,8-diazabicyclo[5.4.0]undec-7-ene; Methanesulfonyl azide; In acetonitrile; 0 deg C, 30 min then r.t.;

DOI:10.1016/S0040-4020(01)80781-X

Reference yield:

(2-Bromo-4-methyl-phenyl)-but-3-enyl-amine → N-(3-butenyl)-N-(2-bromo-4-methylphenyl)-α-carbomethoxy-α-diazoacetamide (155257-42-4)

Guidance literature:

Multi-step reaction with 2 steps

1: DMAP, DCC / CH₂Cl₂ / 15 min, 0 deg C then r.t., 5 h

2: MeSO₂N₃, DBU / acetonitrile / 0 deg C, 30 min then r.t.

With dmap; 1,8-diazabicyclo[5.4.0]undec-7-ene; Methanesulfonyl azide; dicyclohexyl-carbodiimide; In dichloromethane; acetonitrile;

DOI:10.1016/S0040-4020(01)80781-X

Reference yield: 73.0%

N-(3-butenyl)-N-(2-bromo-4-methylphenyl)-α-carbomethoxy-α-diazoacetamide (155257-42-4) → 7-bromo-5-methyl-1-(3-butenyl)-2(3H)-indolinone + 1-(2-bromo-4-methylphenyl)-3-carbomethoxy-4-methyl-5,6-dihydro-2-pyridinone

Guidance literature:

Nafion-H; In toluene; for 20h; Heating;

DOI:10.1016/S0040-4020(01)80781-X

upstream raw materials:

N-(3-butenyl)-N-(2-bromo-4-methylphenyl)-α-carbomethoxyacetamide

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