Ethanol → 2-Acetylpyridine 4-(2-morpholinoethyl)thiosemicarbazone

HRID 2413739Notes

Reaction equation

HRID 2413739 reaction equation
[O:1]1[CH2:6][CH2:5][N:4]([CH2:7][CH2:8][NH:9][C:10](=[S:13])[NH:11][NH2:12])[CH2:3][CH2:2]1.[C:14]([C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][N:18]=1)(=O)[CH3:15].C(O)C>C(O)(=O)C>[O:1]1[CH2:2][CH2:3][N:4]([CH2:7][CH2:8][NH:9][C:10](=[S:13])[NH:11][N:12]=[C:14]([C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][N:18]=2)[CH3:15])[CH2:5][CH2:6]1

Participants

5

Reactant 3

HCID 702EthanolHCID 142862-AcetylpyridineHCID 7362093-Amino-1-(2-(morpholin-4-yl)ethyl)thiourea

Product 1

HCID 544028592-Acetylpyridine 4-(2-morpholinoethyl)thiosemicarbazone

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

A mixture of 6.00 g (0.0294 mole) of 4-(2-morpholinoethyl)thiosemicarbazide, 3.91 g (0.0323 mole) of 2-acetylpyridine, 20 mL of 95% ethanol, and 0.4 mL of glacial acetic acid was heated under reflux for 1.25 hours. The mixture then stood overnight at room temperature. Colourless crystals were collected and recrystallised from 40 mL of 95% ethanol; yield 7.81 g (86%) of pale yellow crystals of 2-acetylpyridine 4-(2-morpholinoethyl)thioseicarbazone, mp 167.5°-169° C.

Workup

  1. temperaturewas heated
  2. temperatureunder reflux for 1.25 hours
  3. customColourless crystals were collected
  4. customrecrystallised from 40 mL of 95% ethanol

Sources & evidence

ORD record
ord-a7071a5459f34bbc99fc2494dadebae9
Source dataset
uspto-grants-1988_01
Patent number
US04719221

Reaction notes

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