2-(Dimethylamino)ethanol → HCID 178522693, compound

HRID 258676Notes

Reaction equation

HRID 258676 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-fecc0f23f54d45a99bd629428e4c979c
Source dataset
uspto-grants-1977_07
Patent number
US04034075

Reaction notes

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