Ethanol → HCID 69522198, compound

HRID 856620Notes

Reaction equation

HRID 856620 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([S:8][CH2:9][C:10]([NH:12][NH2:13])=O)=[CH:4][CH:3]=1.[NH3:14].[CH2:15](O)[CH3:16].[CH2:18](O)C>>[CH3:18][C:15]1[N:14]=[C:10]([CH2:9][S:8][C:5]2[CH:6]=[CH:7][C:2]([NH2:1])=[CH:3][CH:4]=2)[N:12]=[N:13][CH:16]=1

Participants

4

Reactant 3

HCID 702EthanolHCID 22020343Ethanol, reaction products with ammonia, distn. residuesHCID 22938414HCID 22938414, compound

Product 1

HCID 69522198HCID 69522198, compound

Procedure

2-(4-aminophenylthio)acetohydrazide (5 g) was suspended in ethanol (50 ml) and to the suspension was added 40% piruvaldehyde solution (6.8 ml), at room temperature, and the mixture was stirred for 20 minutes. 13% ammonia-ethanol solution (60 ml) was added to the mixture, and the mixture was heated for 4.5 hours at 150° C. The solvent was distilled off, and the residue was purified by silica gel column chromatography (elution solvent: ethyl acetate/hexane) to give 4-[(5-methyl-1,2,4-triazin-3-yl)methylthio]aniline (1.2 g) as colorless crystals.

Workup

  1. temperaturethe mixture was heated for 4.5 hours at 150° C
  2. distillationThe solvent was distilled off
  3. customthe residue was purified by silica gel column chromatography (elution solvent: ethyl acetate/hexane)

Sources & evidence

ORD record
ord-c877235b9259408fad9b0a717a252d39
Source dataset
uspto-grants-2007_08
Patent number
US07262185B2

Reaction notes

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