Triethylamine → HCID 19102732, compound

HRID 1613164Notes

Reaction equation

HRID 1613164 reaction equation
[C:1]([C:4]1[C:5](=[O:21])[N:6]([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)[C:7]2[C:12]([C:13]=1O)=[CH:11][CH:10]=[CH:9][N:8]=2)(=O)[CH3:2].Cl.Cl.[CH2:24]([NH:31][NH2:32])[C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1.C(N(CC)CC)C>C(O)(=O)C>[CH2:24]([N:31]1[C:13]2[C:12]3[CH:11]=[CH:10][CH:9]=[N:8][C:7]=3[N:6]([C:15]3[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=3)[C:5](=[O:21])[C:4]=2[C:1]([CH3:2])=[N:32]1)[C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 146540Benzylhydrazine dihydrochlorideHCID 54715706HCID 54715706, compound

Product 1

HCID 19102732HCID 19102732, compoundYield 61.5%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

Compound 102 obtained in Example 2, 3.0 g (10.7 millimoles), was suspended in 20 ml of glacial-- acetic acid, and 3.1 g (16.1 millimoles) of benzylhydrazine dihydrochloride and 9.0 ml (64.2 millimoles) of triethylamine were added to the suspension. The mixture was heated under reflux for 10 hours. The reaction solution was cooled to room temperature, and the precipitate was collected by filtration and recrystallized from DMF-water to give 2.4 g (61.5%) of Compound 5.

Workup

  1. additionwere added to the suspension
  2. temperatureThe mixture was heated
  3. temperatureunder reflux for 10 hours
  4. filtrationthe precipitate was collected by filtration
  5. customrecrystallized from DMF-water

Sources & evidence

ORD record
ord-57ac6f14cc344d3d8932ea9880bbdfa5
Source dataset
uspto-grants-1993_03
Patent number
US05192769

Reaction notes

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