N-Methylbutylamine → HCID 58238472, compound

HRID 1261554Notes

Reaction equation

HRID 1261554 reaction equation
[CH2:1]([NH:5][CH3:6])[CH2:2][CH2:3][CH3:4].[CH:7]1([N:13]=[C:14]=[N:15][CH:16]2[CH2:21][CH2:20][CH2:19][CH2:18][CH2:17]2)[CH2:12][CH2:11][CH2:10][CH2:9][CH2:8]1>>[CH2:1]([N:5]([CH3:6])[C:14]([NH:13][CH:7]1[CH2:8][CH2:9][CH2:10][CH2:11][CH2:12]1)=[N:15][CH:16]1[CH2:21][CH2:20][CH2:19][CH2:18][CH2:17]1)[CH2:2][CH2:3][CH3:4]

Participants

3

Reactant 2

HCID 8068N-MethylbutylamineHCID 10868Dicyclohexylcarbodiimide2×

Product 1

HCID 58238472HCID 58238472, compoundYield 99.7%

Procedure

A mixture of 17.78 g of N-butyl-N-methylamine (0.204 mol) and 21.05 g of dicyclohexylcarbodiimide (0.102 mol) is heated at reflux for 3 hours. GC analysis then shows a conversion of more than 99.5% of the dicyclohexylcarbodiimide. The final mixture, which is colorless, is concentrated at 60° C. under 1 mbar for 2 hours, to give 29.9 g of a colorless and virtually odorless liquid of medium viscosity, corresponding to the expected guanidine (99.7% yield).

Workup

  1. temperatureis heated
  2. temperatureat reflux for 3 hours
  3. concentrationis concentrated at 60° C. under 1 mbar for 2 hours
  4. customto give 29.9 g of a colorless and virtually odorless liquid of medium viscosity

Sources & evidence

ORD record
ord-bb240bb1f13b4f0aa6cd6535dd3aa613
Source dataset
uspto-grants-2013_06
Patent number
US08470950B2

Reaction notes

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