Choline → HCID 20511321, compound

HRID 1164499Notes

Reaction equation

HRID 1164499 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:9]=[CH:10][CH:11]=1)[CH2:6][NH:7][NH2:8].[C:12](#[N:15])[CH:13]=[CH2:14].OCC[N+](C)(C)C.[ClH:23].[OH-].[Na+]>>[ClH:23].[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:9]=[CH:10][CH:11]=1)[CH2:6][N:7]1[CH2:14][CH2:13][C:12]([NH2:15])=[N:8]1

Participants

6

Reactant 5

HCID 305CholineHCID 313Hydrochloric AcidHCID 7855AcrylonitrileHCID 14798Sodium HydroxideHCID 2760980(3-methoxybenzyl)hydrazine

Product 1

HCID 20511321HCID 20511321, compound

Procedure

A mixture of 3-methoxybenzylhydrazine (15.2 g), acrylonitrile (10.6 g) and 20 drops of 50% methanolic solution of choline base was heated at 110° in an oil bath for 1 hour. A 25% hydrochloric acid solution (35 ml) was added and the mixture was refluxed for an additional hour. After cooling, the mixture was basified with sodium hydroxide pellets. The precipitate was isolated, washed with water and dried. A solution of the dried product in ethanol was treated with ethereal hydrochloric acid to give 1-(3'-methoxybenzyl)-3-amino-2-pyrazoline hydrochloride.

Workup

  1. temperaturewas heated at 110° in an oil bath for 1 hour
  2. temperaturethe mixture was refluxed for an additional hour
  3. temperatureAfter cooling
  4. customThe precipitate was isolated
  5. washwashed with water
  6. customdried
  7. additionA solution of the dried product in ethanol was treated with ethereal hydrochloric acid

Sources & evidence

ORD record
ord-1530478f8a494efababde435c828df64
Source dataset
uspto-grants-1983_01
Patent number
US04370339

Reaction notes

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