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

HRID 845395

Reaction equation

HRID 845395 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-acetylpryridine 4-(2-morpholinoethyl)thiosemicarbazone, 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-1146570031294c70b5319c308ba10868
Source dataset
uspto-grants-1988_07
Patent number
US04758572

Linked notes

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