Formaldehyde → HCID 15581967, compound

HRID 1580566Notes

Reaction equation

HRID 1580566 reaction equation
[O:1]1[CH2:6][CH2:5][N:4]([CH:7]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][N:12]=2)[C:8]([NH2:10])=[S:9])[CH2:3][CH2:2]1.[NH:17]1[CH2:22][CH2:21][O:20][CH2:19][CH2:18]1.[CH2:23]=O>CO>[O:1]1[CH2:6][CH2:5][N:4]([CH:7]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][N:12]=2)[C:8]([NH:10][CH2:23][N:17]2[CH2:22][CH2:21][O:20][CH2:19][CH2:18]2)=[S:9])[CH2:3][CH2:2]1

Participants

5

Reactant 3

HCID 712FormaldehydeHCID 8083MorpholineHCID 15581966HCID 15581966, compound

Product 1

HCID 15581967HCID 15581967, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

2-Morpholino-2-(2-pyridyl)thioacetamide (1.0 g., 0.0042 mole) is dissolved with heating in 30 ml. of methanol. To the warm solution is added 1.0 g. (0.012 mole) of morpholine and 1.84 g. (0.022 mole) of 37% aqueous formaldehyde solution. The resulting solution is refluxed three hours and then stirred for 17 hours. The solvent is evaporated and the residue is recrystallized from methanol/ether to give 2-morpholino-N-morpholinomethyl-2-(2-pyridyl)thioacetamide, m.p. 144°-147°C. (dec.).

Workup

  1. temperaturewith heating in 30 ml
  2. additionTo the warm solution is added 1.0 g
  3. temperatureThe resulting solution is refluxed three hours
  4. customThe solvent is evaporated
  5. customthe residue is recrystallized from methanol/ether

Sources & evidence

ORD record
ord-48e7a9d051384d34848239ddc2ee1979
Source dataset
uspto-grants-1976_01
Patent number
US03933811

Reaction notes

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