No renderable structure data available
CCCCN=C(N(C)C)N(C)CChemical Intermediate
Structures, identifiers and computed properties have been matched to the database record by CAS.
| Intermediates | 2-butyl-1,1,3,3-tetramethylguanidine |
|---|---|
| IUPAC Name | — |
| CAS Number | 27931-45-9 |
| Database ID | 525255 |
| Molecular Formula | — |
| Molecular Weight | — |
Product Information
2-butyl-1,1,3,3-tetramethylguanidine (CAS 27931-45-9) 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 525255
Safety Notice
For professional research and industrial use only. Review the supplier safety data sheet before handling.
Synthesis data
8 reactions · 8 references
Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-5eee91b24d684405aefa1e32734968ecConditions: temp:70.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: N,N,N′,N′-tetramethyl-N″-butylguanidine was prepared as follows: 9.3 g tetramethyl urea was added to 80 mL dry dichloroethane in a two-neck 250 mL round-bottom-flask. 11.3 mL oxalyl chloride was added and the solution was heated at 70° C. for two hours. The solvent was evaporated in vacuo after the solution cooled to room temperature. Residual solid was then dissolved in dry acetonitrile and cooled to 0° C. 15 mL butyl amine (1.02 eq) was slowly added. The solution was slowly warmed and allowed to reflux for one hour. Finally, the mixture was cooled to room temperature and the solvent was removed in vacuo to yield 9 g of a clear oil. 1H (CDCl3): δ (ppm): 2.99 (t, 2H); 2.62 (s, 3H); 2.53 (s, 3H); 1.39 (quintet, 2H); 1.24 (quintet, 2H); 0.78 (t, 3H). The synthesis was performed several times and the yield ranged from 37%-70%. The solvent was evaporated in vacuo after the solution cooled to room temperature Residual solid was then dissolved in dry acetonitrile cooled to 0° C The solution was slowly warmed to reflux for one hour Finally, the mixture was cooled to room temperature the solvent was removed in vacuo
Source ID: ord-ed7d99adbcfb4e95a443846a6fc3f023Conditions: temp:70.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: N,N,N′,N′-tetramethyl-N″-butylguanidine was prepared as follows: 9.3 g tetramethyl urea was added to 80 mL dry dichloroethane in a two-neck 250 mL round-bottom-flask. 11.3 mL oxalyl chloride was added and the solution was heated at 70° C. for two hours. The solvent was evaporated in vacuo after the solution cooled to room temperature. Residual solid was then dissolved in dry acetonitrile and cooled to 0° C. 15 mL butyl amine (1.02 eq) was slowly added. The solution was slowly warmed and allowed to reflux for one hour. Finally, the mixture was cooled to room temperature and the solvent was removed in vacuo to yield 9 g of a clear oil. 1H (CDCl3): δ (ppm): 2.99 (t, 2H); 2.62 (s, 3H); 2.53 (s, 3H); 1.39 (quintet, 2H); 1.24 (quintet, 2H); 0.78 (t, 3H). The synthesis was performed several times and the yield ranged from 37%-70%. The solvent was evaporated in vacuo after the solution cooled to room temperature Residual solid was then dissolved in dry acetonitrile cooled to 0° C The solution was slowly warmed to reflux for one hour Finally, the mixture was cooled to room temperature the solvent was removed in vacuo
Source ID: ord-ed7d99adbcfb4e95a443846a6fc3f023Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-5eee91b24d684405aefa1e32734968ecConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: N,N,N′,N′-tetramethyl-N″-butylguanidine was prepared as follows: 9.3 g tetramethyl urea was added to 80 mL dry dichloroethane in a two-neck 250 mL round-bottom-flask. 11.3 mL oxalyl chloride was added and the solution was heated at 70*C for two hours. The solvent was evaporated in vacuo after the solution cooled to room temperature. Residual solid was then dissolved in dry acetonitrile and cooled to 0° C. 15 mL butyl amine (1.02 eq) was slowly added. The solution was slowly warmed and allowed to reflux for one hour. Finally, the mixture was cooled to room temperature and the solvent was removed in vacuo to yield 9 g of a clear oil. 1H(CDCl3): δ (ppm): 2.99 (t, 2H); 2.62 (s, 3H); 2.53 (s, 3H); 1.39 (quintet, 2H); 1.24 (quintet, 2H); 0.78 (t, 3H). The synthesis was performed several times and the yield ranged from 37%-70%. the solution was heated at 70*C for two hours The solvent was evaporated in vacuo after the solution Residual solid was then dissolved in dry acetonitrile cooled to 0° C The solution was slowly warmed to reflux for one hour Finally, the mixture was cooled to room temperature the solvent was removed in vacuo
Source ID: ord-4404b455e0ba4d3f9cc7233c1d09ccc1Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: The procedure of Example 4 was repeated, except that the solution of aniline in TMPG was replaced with a solution of n-butylamine (36.6 g, 0.5 mole) in triethylamine (51 g, 0.5 mole). Workup and distillation, as indicated, yielded 72.0 g (0.42 mole) of N"-butyl-N,N,N',N'-tetramethyl guanidine, bp. 31°-32° C. at 0.03 mm, nD22.3 1.4600, which corresponded to 84% yield of the theory. Workup and distillation
Source ID: ord-701a3db9898b42f4a7c46a6c4ff8d200Conditions: temp:70.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: N,N,N′,N′-tetramethyl-N″-butylguanidine was prepared as follows: 9.3 g tetramethyl urea was added to 80 mL dry dichloroethane in a two-neck 250 mL round-bottom-flask. 11.3 mL oxalyl chloride was added and the solution was heated at 70° C. for two hours. The solvent was evaporated in vacuo after the solution cooled to room temperature. Residual solid was then dissolved in dry acetonitrile and cooled to 0° C. 15 mL butyl amine (1.02 eq) was slowly added. The solution was slowly warmed and allowed to reflux for one hour. Finally, the mixture was cooled to room temperature and the solvent was removed in vacuo to yield 9 g of a clear oil. 1H (CDCl3): δ (ppm): 2.99 (t, 2H); 2.62 (s, 3H); 2.53 (s, 3H); 1.39 (quintet, 2H); 1.24 (quintet, 2H); 0.78 (t, 3H). The synthesis was performed several times and the yield ranged from 37%-70%. The solvent was evaporated in vacuo after the solution cooled to room temperature Residual solid was then dissolved in dry acetonitrile cooled to 0° C The solution was slowly warmed to reflux for one hour Finally, the mixture was cooled to room temperature the solvent was removed in vacuo
Source ID: ord-feae8bd6a6c046d4929b4201eb285e6bConditions: temp:70.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: N,N,N′,N′-tetramethyl-N″-butylguanidine was prepared as follows: 9.3 g tetramethyl urea was added to 80 mL dry dichloroethane in a two-neck 250 mL round-bottom-flask. 11.3 mL oxalyl chloride was added and the solution was heated at 70° C. for two hours. The solvent was evaporated in vacuo after the solution cooled to room temperature. Residual solid was then dissolved in dry acetonitrile and cooled to 0° C. 15 mL butyl amine (1.02 eq) was slowly added. The solution was slowly warmed and allowed to reflux for one hour. Finally, the mixture was cooled to room temperature and the solvent was removed in vacuo to yield 9 g of a clear oil. 1H (CDCl3): δ (ppm): 2.99 (t, 2H); 2.62 (s, 3H); 2.53 (s, 3H); 1.39 (quintet, 2H); 1.24 (quintet, 2H); 0.78 (t, 3H). The synthesis was performed several times and the yield ranged from 37%-70%. The solvent was evaporated in vacuo after the solution cooled to room temperature Residual solid was then dissolved in dry acetonitrile cooled to 0° C The solution was slowly warmed to reflux for one hour Finally, the mixture was cooled to room temperature the solvent was removed in vacuo
Source ID: ord-ed7d99adbcfb4e95a443846a6fc3f023PubChem References
These sources are listed in the compound's public database record.
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