2-(Dimethylamino)ethanol → HCID 178522693, compound

HRID 1580070Notes

Reaction equation

HRID 1580070 reaction equation
C([O:8][C:9]1[C:26]2[C:21](=[CH:22][CH:23]=[CH:24][CH:25]=2)[N:20]=[C:11]([C:12]([NH:14][C:15]2[NH:19][N:18]=[N:17][N:16]=2)=[O:13])[CH:10]=1)C1C=CC=CC=1.CN(CCO)C.[H][H]>CN(C)C=O.[Pd]>[OH:8][C:9]1[C:26]2[C:21](=[CH:22][CH:23]=[CH:24][CH:25]=2)[N:20]=[C:11]([C:12]([NH:14][C:15]2[NH:19][N:18]=[N:17][N:16]=2)=[O:13])[CH:10]=1

Participants

6

Reactant 3

HCID 79022-(Dimethylamino)ethanolHCID 178418361HCID 178418361, compound2×HCID 178522695HCID 178522695, compound

Product 1

HCID 178522693HCID 178522693, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 6228DimethylformamideSolvent

Procedure

4-Benzyloxy-N(1H-tetrazol-5-yl)quinaldamide (1.5 g) and dimethylaminoethanol (0.5 ml) in dimethylformamide (20 ml) were shaken with hydrogen at atmospheric pressure and room temperature in the presence of 10% palladium on charcoal catalyst (0.15 g). When uptake of hydrogen had ceased, the catalyst was filtered off and the filtrate was evaporated. The residue was dissolved in water (50 ml) and the solution was acidified with dilute hydrochloric acid. The solid was collected, and crystallised from aqueous dimethylformamide and dried, m.p. 281° (d).

Workup

  1. filtrationthe catalyst was filtered off
  2. customthe filtrate was evaporated
  3. dissolutionThe residue was dissolved in water (50 ml)
  4. customThe solid was collected
  5. customcrystallised from aqueous dimethylformamide
  6. customdried

Sources & evidence

ORD record
ord-57b3538a046d4976bbe3f0e53288db5a
Source dataset
uspto-grants-1976_01
Patent number
US03932416

Reaction notes

Loading…