Triethylamine → HCID 23349877, compound

HRID 614322Notes

Reaction equation

HRID 614322 reaction equation
[N:1]#[C:2]Br.[CH3:4][N:5]([CH3:15])[CH2:6][CH2:7][NH:8][C:9]1[CH:14]=[N:13][CH:12]=[CH:11][N:10]=1.C(N(CC)CC)C.[OH-].[Na+]>O1CCCC1>[CH3:4][N:5]([CH3:15])[CH2:6][CH2:7][N:8]([C:9]1[CH:14]=[N:13][CH:12]=[CH:11][N:10]=1)[C:2]#[N:1]

Participants

6

Reactant 4

HCID 8471TriethylamineHCID 10476Cyanogen BromideHCID 14798Sodium HydroxideHCID 23349920HCID 23349920, compound

Product 1

HCID 23349877HCID 23349877, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

A solution of cyanogen bromide (15.9 g., 0.150 mole) in 75 ml of tetrahydrofuran is added to a solution of 2-(2-dimethylaminoethylamino)pyrazine (16.6 g., 0.1 mole) and triethylamine (20.9 g., 0.15 mole) in 100 ml of tetrahydrofuran. After 72 hours, dilute sodium hydroxide is added and the mixture is extracted with ether. The extracts are concentrated and the residue is distilled under reduced pressure. N-(2-Dimethylaminoethyl)-N-(2-pyrazinyl)cyanamide boiling at 130°-132° C. at 0.7 mm is collected.

Workup

  1. extractionthe mixture is extracted with ether
  2. concentrationThe extracts are concentrated
  3. distillationthe residue is distilled under reduced pressure
  4. customN-(2-Dimethylaminoethyl)-N-(2-pyrazinyl)cyanamide boiling at 130°-132° C. at 0.7 mm is collected

Sources & evidence

ORD record
ord-37368b92370d4f068de6b5ddf31fb864
Source dataset
uspto-grants-1979_03
Patent number
US04144338

Reaction notes

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