5-(1-benzyl-1H-indol-3-yl)-3-[(chloroacetyl)amino]-2-thiophenecarboxamide

Base Information

Chemical Name:5-(1-benzyl-1H-indol-3-yl)-3-[(chloroacetyl)amino]-2-thiophenecarboxamide
CAS No.:1440958-08-6
Molecular Formula:C₂₂H₁₈ClN₃O₂S
Molecular Weight:423.923
Hs Code.:

Synonyms:5-(1-benzyl-1H-indol-3-yl)-3-[(chloroacetyl)amino]-2-thiophenecarboxamide

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Chemical Property of 5-(1-benzyl-1H-indol-3-yl)-3-[(chloroacetyl)amino]-2-thiophenecarboxamide

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Technology Process of 5-(1-benzyl-1H-indol-3-yl)-3-[(chloroacetyl)amino]-2-thiophenecarboxamide

There total 9 articles about 5-(1-benzyl-1H-indol-3-yl)-3-[(chloroacetyl)amino]-2-thiophenecarboxamide 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: 84.0%

: 1440958-01-9
3-amino-5-(1-benzyl-1H-indol-3-yl)-2-thiophenecarboxamide

: 79-04-9
chloroacetyl chloride

: 1440958-08-6
5-(1-benzyl-1H-indol-3-yl)-3-[(chloroacetyl)amino]-2-thiophenecarboxamide

Guidance literature:: With triethylamine; In tetrahydrofuran; at 0 - 20 ℃; for 2h;
DOI:10.1016/j.ejmech.2013.03.022

Reference yield:

: 703-80-0
3-acetylindole

: 1440958-08-6
5-(1-benzyl-1H-indol-3-yl)-3-[(chloroacetyl)amino]-2-thiophenecarboxamide

Guidance literature:: Multi-step reaction with 8 steps

1.1: potassium hydroxide / ethanol / 20 °C

1.2: 0.08 h / 20 °C

2.1: trichlorophosphate / 0.5 h / 0 °C

2.2: 3 h / 0 - 20 °C

2.3: Cooling with ice

3.1: hydroxylamine hydrochloride; sodium acetate / ethanol / 6 h / 60 °C

4.1: di-2-pyridyl thionocarbonate; dmap / dichloromethane / 20 °C

5.1: sodium sulfide nonahydrate / N,N-dimethyl-formamide / 2 h / 50 °C

6.1: N,N-dimethyl-formamide / 2 h / 50 °C

7.1: sodium ethanolate / ethanol / 2 h / 50 °C

8.1: triethylamine / tetrahydrofuran / 2 h / 0 - 20 °C

With dmap; sodium sulfide nonahydrate; hydroxylamine hydrochloride; sodium ethanolate; sodium acetate; di-2-pyridyl thionocarbonate; triethylamine; potassium hydroxide; trichlorophosphate; In tetrahydrofuran; ethanol; dichloromethane; N,N-dimethyl-formamide; 2.1: |Vilsmeier-Haack Formylation / 2.2: |Vilsmeier-Haack Formylation;
DOI:10.1016/j.ejmech.2013.03.022

Reference yield:

: 93315-38-9
3-acetyl-1-benzyl-1H-indole

: 1440958-08-6
5-(1-benzyl-1H-indol-3-yl)-3-[(chloroacetyl)amino]-2-thiophenecarboxamide

Guidance literature:: Multi-step reaction with 7 steps

1.1: trichlorophosphate / 0.5 h / 0 °C

1.2: 3 h / 0 - 20 °C

1.3: Cooling with ice

2.1: hydroxylamine hydrochloride; sodium acetate / ethanol / 6 h / 60 °C

3.1: di-2-pyridyl thionocarbonate; dmap / dichloromethane / 20 °C

4.1: sodium sulfide nonahydrate / N,N-dimethyl-formamide / 2 h / 50 °C

5.1: N,N-dimethyl-formamide / 2 h / 50 °C

6.1: sodium ethanolate / ethanol / 2 h / 50 °C

7.1: triethylamine / tetrahydrofuran / 2 h / 0 - 20 °C

With dmap; sodium sulfide nonahydrate; hydroxylamine hydrochloride; sodium ethanolate; sodium acetate; di-2-pyridyl thionocarbonate; triethylamine; trichlorophosphate; In tetrahydrofuran; ethanol; dichloromethane; N,N-dimethyl-formamide; 1.1: |Vilsmeier-Haack Formylation / 1.2: |Vilsmeier-Haack Formylation;
DOI:10.1016/j.ejmech.2013.03.022