Dimethyl (Acrylamido)malonate

Base Information

• Chemical Name: Dimethyl (Acrylamido)malonate
• CAS No.: 68641-23-6
• Molecular Formula: C₂₁H₂₁NO₆
• Molecular Weight: 383.401

Synonyms:

Chemical Property of Dimethyl (Acrylamido)malonate

Chemical Property:

Purity/Quality:

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Technology Process of Dimethyl (Acrylamido)malonate

There total 5 articles about Dimethyl (Acrylamido)malonate 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:

(4-benzyloxy-phenyl)-acetic acid methyl ester (68641-16-7) → Dimethyl (Acrylamido)malonate (68641-23-6)

Guidance literature:

Multi-step reaction with 5 steps

1: 75 percent / NaH / diethyl ether; methanol / 24 h / Ambient temperature

2: 1.) NaH, HMPA, 2.) p-Toluenesulfonyl azide / 1.) THF, room temp., 2h, 2.) reflux, 2h

3: 1.) Zn, 90percent CH₃COOH, 2.) HCl(gas) / 1.) room temp., 2h, 2.) ether

4: 86 percent / N,N-dimethylaniline / CH₂Cl₂ / 1.) 0 deg C, 15 min, 2.) room temp., 4h

5: NaH / dimethylformamide; CH₂Cl₂ / 0.5 h / Ambient temperature

With hydrogenchloride; N,N,N,N,N,N-hexamethylphosphoric triamide; 4-toluenesulfonyl azide; sodium hydride; acetic acid; N,N-dimethyl-aniline; zinc; In methanol; diethyl ether; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jo00328a002

Reference yield:

4-benzyloxyphenyl malonic acid dimethylester (68641-17-8) → Dimethyl (Acrylamido)malonate (68641-23-6)

Guidance literature:

Multi-step reaction with 4 steps

1: 1.) NaH, HMPA, 2.) p-Toluenesulfonyl azide / 1.) THF, room temp., 2h, 2.) reflux, 2h

2: 1.) Zn, 90percent CH₃COOH, 2.) HCl(gas) / 1.) room temp., 2h, 2.) ether

3: 86 percent / N,N-dimethylaniline / CH₂Cl₂ / 1.) 0 deg C, 15 min, 2.) room temp., 4h

4: NaH / dimethylformamide; CH₂Cl₂ / 0.5 h / Ambient temperature

With hydrogenchloride; N,N,N,N,N,N-hexamethylphosphoric triamide; 4-toluenesulfonyl azide; sodium hydride; acetic acid; N,N-dimethyl-aniline; zinc; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jo00328a002

Reference yield:

Dimethyl Azidomalonate (68641-18-9) → Dimethyl (Acrylamido)malonate (68641-23-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) Zn, 90percent CH₃COOH, 2.) HCl(gas) / 1.) room temp., 2h, 2.) ether

2: 86 percent / N,N-dimethylaniline / CH₂Cl₂ / 1.) 0 deg C, 15 min, 2.) room temp., 4h

3: NaH / dimethylformamide; CH₂Cl₂ / 0.5 h / Ambient temperature

With hydrogenchloride; sodium hydride; acetic acid; N,N-dimethyl-aniline; zinc; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jo00328a002

upstream raw materials:

(4-benzyloxy-phenyl)-acetic acid methyl ester

4-benzyloxyphenyl malonic acid dimethylester

Dimethyl Azidomalonate

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