No renderable structure data available
O(CC)C(C(CCCC#N)C(=O)OCC)=OChemical Intermediate
Structures, identifiers and computed properties have been matched to the database record by CAS.
| Intermediates | diethyl 2-(3-cyanopropyl)propanedioate |
|---|---|
| IUPAC Name | — |
| CAS Number | 63972-18-9 |
| Database ID | 3641060 |
| Molecular Formula | — |
| Molecular Weight | — |
Product Information
diethyl 2-(3-cyanopropyl)propanedioate (CAS 63972-18-9) product identity, structure identifiers and related reaction data for chemical intermediate research and sourcing review.
Potential Applications
For professional research and industrial use only
Database ID 3641060
Safety Notice
For professional research and industrial use only. Review the supplier safety data sheet before handling.
Synthesis data
10 reactions · 10 references
Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-8a63212526b341b9b0f9e421b1c7d68bConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: 2-Chloro-5-methyl-3-nitro-pyridine (20 g) was reacted with 2-(3-cyanopropyl)malonic acid diethyl ester under conditions analogous to those in Example 1(a). The reaction mixture was partitioned between water and chloroform, the chloroform extract was dried, treated with charcoal and filtered through a silica bed and then evaporated to dryness to give 2-[4-cyano-1,1-dicarbethoxybutyl]-3-nitro-5-methylpyridine (18.3 g) as a yellow oil. N.M.R. (CDCl3) assignment, δ(p.p.m.), multiplicity; CO2CH2CH3 ×2, 1.2, t; --CH2CH2CH2CN, 1.3-2.0, m; --CH2CN, 2.37, m; 5-methylpyridyl, 2.49, s; CO2CH2CH3 ×2, 4.19, q; 4-pyridyl proton 8.17, m; 6-pyridyl proton, 8.57, m; The reaction mixture was partitioned between water and chloroform the chloroform extract was dried treated with charcoal filtered through a silica bed evaporated to dryness
Source ID: ord-17291da19acb43028f638342ca7ce06dConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: 2-Chloro-5-methyl-3-nitro-pyridine (20 g) was reacted with 2-(3-cyanopropyl)malonic acid diethyl ester under conditions analogous to those in Example 1(a). The reaction mixture was partitioned between water and chloroform, the chloroform extract was dried, treated with charcoal and filtered through a silica bed and then evaporated to a dryness to give 2-[4-cyano-1,1-dicarbethoxybutyl]-3-nitro-5-methylpyridine (18.3 g) as a yellow oil. The reaction mixture was partitioned between water and chloroform the chloroform extract was dried treated with charcoal filtered through a silica bed evaporated to a dryness
Source ID: ord-c0912b86b312495cbe4010e2b572e24eConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: 2-Chloro-5-methyl-3-nitro-pyridine (20 g) was reacted with 2-(3-cyanopropyl)malonic acid diethyl ester under conditions analogous to those in Example 1(a). The reaction mixture was partitioned between water and chloroform, the chloroform extract was dried, treated with charcoal and filtered through a silica bed and then evaporated to dryness to give 2-[4-cyano-1,1-dicarbethoxybutyl]-3-nitro-5-methylpyridine (18.3 g) as a yellow oil. N.M.R. (CDCl3) assignment, δ(p.p.m.), multiplicity; CO2CH2CH3 ×2, 1.2, t; --CH2CH2CH2CN, 1.3-2.0, m; --CH2CN, 2.37, m; 5-methylpyridyl, 2.49, s; CO2CH2CH3 ×2, 4.19, q; 4-pyridyl proton 8.17, m; 6-pyridyl proton, 8.57, m; The reaction mixture was partitioned between water and chloroform the chloroform extract was dried treated with charcoal filtered through a silica bed evaporated to dryness
Source ID: ord-17291da19acb43028f638342ca7ce06dConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: 2-Chloro-5-methyl-3-nitro-pyridine (20 g) was reacted with 2-(3-cyanopropyl)malonic acid diethyl ester under conditions analogous to those in Example 1(a). The reaction mixture was partitioned between water and chloroform, the chloroform extract was dried, treated with charcoal and filtered through a silica bed and then evaporated to dryness to give 2-[4-cyano-1,1-dicarbethoxybutyl]-3-nitro-5-methylpyridine (18.3 g) as a yellow oil. N.M.R. (CDCl3) assignment, δ(p.p.m.), multiplicity; CO2CH2CH3 ×2, 1.2, t; --CH2CH2CH2CN, 1.3-2.0, m; --CH2CN, 2.37, m; 5-methylpyridyl, 2.49, s; CO2CH2CH3 ×2, 4.19, q; 4-pyridyl proton 8.17, m; 6-pyridyl proton, 8.57, m; The reaction mixture was partitioned between water and chloroform the chloroform extract was dried treated with charcoal filtered through a silica bed evaporated to dryness
Source ID: ord-17291da19acb43028f638342ca7ce06dConditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-8a63212526b341b9b0f9e421b1c7d68bConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: 6 g of diethyl 2-(3-cyanopropyl)malonate are added dropwise, at -10° C., to a suspension of 3 g of LiAlH4 in 100 ml of dry diethyl ether under N2. The mixture is slowly warmed to room temperature and then refluxed for 3 h. After renewed cooling to -10° C., the excess hydride is decomposed with water. The precipitate is removed on a frit and washed several times with diethyl ether. The ether solution is dried over MgSO4, filtered and evaporated in a rotary evaporator. Yield 0.66 g of 2-(4-aminobutyl)-1,3-propanediol, detectable in the 1H NMR and by C and H analysis. Glassy solid, melting point 126° C. (honey-like above 60° C.). refluxed for 3 h After renewed cooling to -10° C. The precipitate is removed on a frit washed several times with diethyl ether The ether solution is dried over MgSO4 filtered evaporated in a rotary evaporator Glassy solid, melting point 126° C. (honey-like above 60° C.)
Source ID: ord-30faa65cfe5043e385c2cf7b832dd620Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: 2-Chloro-5-methyl-3-nitro-pyridine (20 g) was reacted with 2-(3-cyanopropyl)malonic acid diethyl ester under conditions analogous to those in Example 1(a). The reaction mixture was partitioned between water and chloroform, the chloroform extract was dried, treated with charcoal and filtered through a silica bed and then evaporated to a dryness to give 2-[4-cyano-1,1-dicarbethoxybutyl]-3-nitro-5-methylpyridine (18.3 g) as a yellow oil. The reaction mixture was partitioned between water and chloroform the chloroform extract was dried treated with charcoal filtered through a silica bed evaporated to a dryness
Source ID: ord-c0912b86b312495cbe4010e2b572e24eConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: 2-Chloro-5-methyl-3-nitro-pyridine (20 g) was reacted with 2-(3-cyanopropyl)malonic acid diethyl ester under conditions analogous to those in Example 1(a). The reaction mixture was partitioned between water and chloroform, the chloroform extract was dried, treated with charcoal and filtered through a silica bed and then evaporated to dryness to give 2-[4-cyano-1,1-dicarbethoxybutyl]-3-nitro-5-methylpyridine (18.3 g) as a yellow oil. N.M.R. (CDCl3) assignment, δ(p.p.m.), multiplicity; CO2CH2CH3 ×2, 1.2, t; --CH2CH2CH2CN, 1.3-2.0, m; --CH2CN, 2.37, m; 5-methylpyridyl, 2.49, s; CO2CH2CH3 ×2, 4.19, q; 4-pyridyl proton 8.17, m; 6-pyridyl proton, 8.57, m; The reaction mixture was partitioned between water and chloroform the chloroform extract was dried treated with charcoal filtered through a silica bed evaporated to dryness
Source ID: ord-17291da19acb43028f638342ca7ce06dConditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-8a63212526b341b9b0f9e421b1c7d68bPubChem References
These sources are listed in the compound's public database record.
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