Hydrochloric Acid → HCID 19835813, compound

HRID 477467Notes

Reaction equation

HRID 477467 reaction equation
[C:1]1([C:7]2[N:11]([CH2:12][C:13]([O:15]CC)=O)[N:10]=[CH:9][CH:8]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH2:18]([N:20]([CH2:25][CH3:26])[CH2:21][CH2:22][CH2:23][NH2:24])[CH3:19].[ClH:27]>CN(C=O)C.C(O)C.CCOCC>[ClH:27].[CH2:18]([N:20]([CH2:25][CH3:26])[CH2:21][CH2:22][CH2:23][NH:24][C:13](=[O:15])[CH2:12][N:11]1[C:7]([C:1]2[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=2)=[CH:8][CH:9]=[N:10]1)[CH3:19]

Participants

7

Reactant 3

HCID 313Hydrochloric AcidHCID 61011N,N-Diethyl-1,3-propanediamineHCID 15158050HCID 15158050, compound

Product 1

HCID 19835813HCID 19835813, compound

Reagents, catalysts & solvents 3

HCID 702EthanolSolventHCID 3283Diethyl EtherSolventHCID 6228DimethylformamideSolvent

Procedure

By procedure analogous to that of example 4, but omitting the DMF solvent, the free base of N-[3-(diethylamino)propyl]-5-phenyl-1H-pyrazole-1-acetamide hydrochloride was prepared from 1.0g 4.3 mmol) of ethyl 5-phenyl-1H-pyrazole-1-acetate and 3-(diethylamino)propanamine. The hydrochloride salt was prepared by dissolving the free base (an oil) in ethanol, adding a solution of hydrogen chloride in anhydrous ether, and recrystallizing the resulting solid from ethanol-ether. Upon drying, the white, crystalline product collapsed to a brownish, amorphous solid.

Workup

  1. customrecrystallizing the resulting solid from ethanol-ether
  2. customUpon drying

Sources & evidence

ORD record
ord-265d4b99dd0749e9b49c2177ac1cdec8
Source dataset
uspto-grants-1989_12
Patent number
US04888352

Reaction notes

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