Triethylamine → HCID 53975421, compound

HRID 1979291Notes

Reaction equation

HRID 1979291 reaction equation
[CH3:1][O:2][CH2:3][N:4]1[C:10]2[CH:11]=[CH:12][CH:13]=[CH:14][C:9]=2[N:8]([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)[CH2:7][CH:6]([NH:21][OH:22])[C:5]1=[O:23].[CH2:24]([N:27]=[C:28]=[O:29])[CH2:25][CH3:26].C(N(CC)CC)C>O1CCCC1>[CH3:1][O:2][CH2:3][N:4]1[C:10]2[CH:11]=[CH:12][CH:13]=[CH:14][C:9]=2[N:8]([C:15]2[CH:16]=[CH:17][CH:18]=[CH:19][CH:20]=2)[CH2:7][C:6](=[N:21][O:22][C:28]([NH:27][CH2:24][CH2:25][CH3:26])=[O:29])[C:5]1=[O:23]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 61033Propyl isocyanateHCID 21201855HCID 21201855, compound

Product 1

HCID 53975421HCID 53975421, compoundYield 63.8%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To 1-methoxymethyl-2-oxo-3-hydroxyamino-5-phenyl-1,3,4,5-tetrahydro-2H-1,5-benzodiazepine (41.4 g) in absolute tetrahydrofuran (500 ml) were added n-propyl isocyanate (28.3 g) and triethylamine (33.7 g). The resultant mixture was refluxed for three hours with heat. The reaction mixture was concentrated under reduced pressure, and the residue was crushed in isopropyl ether and collected by filtration, to thereby obtain 33.4 g of the title compound (yield: 63.3%).

Workup

  1. temperaturewith heat
  2. concentrationThe reaction mixture was concentrated under reduced pressure
  3. customthe residue was crushed in isopropyl ether
  4. filtrationcollected by filtration

Sources & evidence

ORD record
ord-0bb8157845904e1d970165860c8e970e
Source dataset
uspto-grants-2001_05
Patent number
US06239131B1

Reaction notes

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