Triethylamine → HCID 20067657, compound

HRID 982353Notes

Reaction equation

HRID 982353 reaction equation
[CH2:1]([NH:8][C:9]([NH:11][CH:12]([CH2:15]Cl)[C:13]#[N:14])=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(N(CC)CC)C>O1CCCC1>[CH2:1]([N:8]1[C:13](=[NH:14])[C:12](=[CH2:15])[NH:11][C:9]1=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 8471TriethylamineHCID 20067640HCID 20067640, compound

Product 1

HCID 20067657HCID 20067657, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A solution of 4.75 g. (20 mmol) 2-(benzylaminocarbonylamino)-3-chloropropionitrile and 6 ml. triethylamine in 50 ml. dry tetrahydrofuran is heated to reflux for 5 hours. Subsequently, the precipitate formed is filtered off, the filtrate is evaporated to dryness and the residue is chromatographed on silica gel (elution agent: ethyl acetate) to give 2.5 g. (62.2% of theory) of the title compound; m.p. 139°-141° C.

Workup

  1. temperatureto reflux for 5 hours
  2. customSubsequently, the precipitate formed
  3. filtrationis filtered off
  4. customthe filtrate is evaporated to dryness
  5. customthe residue is chromatographed on silica gel (elution agent: ethyl acetate)
  6. customto give 2.5 g

Sources & evidence

ORD record
ord-ef336b3299b64d6aa3f4871ee92bc69d
Source dataset
uspto-grants-1991_02
Patent number
US04996219

Reaction notes

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