3-(2,3,5-trichlorophenyl)pentanedinitrile

Base Information

Chemical Name:3-(2,3,5-trichlorophenyl)pentanedinitrile
CAS No.:135851-09-1
Molecular Formula:C₁₁H₇Cl₃N₂
Molecular Weight:273.549
Hs Code.:

Synonyms:3-(2,3,5-trichlorophenyl)pentanedinitrile

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Chemical Property of 3-(2,3,5-trichlorophenyl)pentanedinitrile

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Technology Process of 3-(2,3,5-trichlorophenyl)pentanedinitrile

There total 1 articles about 3-(2,3,5-trichlorophenyl)pentanedinitrile 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: 73.0%

: 56961-75-2
2,3,5-trichlorobenzaldehyde

: 372-09-8
cyanoacetic acid

: 135851-09-1
3-(2,3,5-trichlorophenyl)pentanedinitrile

Guidance literature:: With piperidine; In pyridine; for 8h;
DOI:10.1021/jm00076a004

Reference yield:

: 135851-09-1
3-(2,3,5-trichlorophenyl)pentanedinitrile

: 3-(2-amino-4-oxo-3H,5H-pyrrolo<3,2-d>pyrimidin-7-yl)-3-cyclohexylpropanol

Guidance literature:: Multi-step reaction with 13 steps

1: NaH / tetrahydrofuran / 1.) from 5 to 10 deg C, 2 h, 2.) RT, overnight

2: 75 percent / NaOAc / H₂O; methanol / 22 h / Ambient temperature

3: 74.7 percent / DBN / CH₂Cl₂ / 1.) 0 deg C, 1 h, 2.) RT, 48 h

4: 89.5 percent / Na₂CO₃ / methanol / 17 h / Ambient temperature

5: 92 percent / CH₂Cl₂ / 1 h / Ambient temperature

6: DBN / CH₂Cl₂ / 1.) 0 deg C, 10 min, 2.) RT, 1 h

7: 57.5 percent / NH₃ / methanol / 20 h / 100 °C

8: 88 percent / H₂, Et₃N / 30percent Pd/C / ethanol; dimethylformamide / 5 h / 760 Torr

9: 89 percent / 6N HCl / 18 h / Heating

10: thionyl chloride / 0 - 20 °C / 81 Torr

11: (NH₄)2SO₄ / 8 h / Heating

12: LiAlH₄ / tetrahydrofuran / 1 h

13: 67 percent / H₂, TFA / PtO₂ / 3102.9 Torr

With hydrogenchloride; ammonium sulfate; lithium aluminium tetrahydride; thionyl chloride; 2,6-dichloro-benzonitrile; ammonia; hydrogen; sodium acetate; sodium hydride; sodium carbonate; triethylamine; trifluoroacetic acid; platinum(IV) oxide; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1021/jm00076a004

Reference yield:

: 135851-09-1
3-(2,3,5-trichlorophenyl)pentanedinitrile

: 135850-99-6
3-(2-amino-4-oxo-3H,5H-pyrrolo<3,2-d>pyrimidin-7-yl)-3-phenylpropanenitrile

Guidance literature:: Multi-step reaction with 8 steps

1: NaH / tetrahydrofuran / 1.) from 5 to 10 deg C, 2 h, 2.) RT, overnight

2: 75 percent / NaOAc / H₂O; methanol / 22 h / Ambient temperature

3: 74.7 percent / DBN / CH₂Cl₂ / 1.) 0 deg C, 1 h, 2.) RT, 48 h

4: 89.5 percent / Na₂CO₃ / methanol / 17 h / Ambient temperature

5: 92 percent / CH₂Cl₂ / 1 h / Ambient temperature

6: DBN / CH₂Cl₂ / 1.) 0 deg C, 10 min, 2.) RT, 1 h

7: 57.5 percent / NH₃ / methanol / 20 h / 100 °C

8: 88 percent / H₂, Et₃N / 30percent Pd/C / ethanol; dimethylformamide / 5 h / 760 Torr

With 2,6-dichloro-benzonitrile; ammonia; hydrogen; sodium acetate; sodium hydride; sodium carbonate; triethylamine; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1021/jm00076a004