Formaldehyde → 2-methoxy-N-methyl-3-morpholino-2-(2-pyridyl)thiopropanamide

HRID 1076370Notes

Reaction equation

HRID 1076370 reaction equation
[CH3:1][O:2][CH:3]([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][N:9]=1)[C:4]([NH:6][CH3:7])=[S:5].[NH:14]1[CH2:19][CH2:18][O:17][CH2:16][CH2:15]1.[CH2:20]=O>CO>[CH3:1][O:2][C:3]([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][N:9]=1)([CH2:20][N:14]1[CH2:19][CH2:18][O:17][CH2:16][CH2:15]1)[C:4]([NH:6][CH3:7])=[S:5]

Participants

5

Reactant 3

HCID 712FormaldehydeHCID 8083MorpholineHCID 15581955HCID 15581955, compound

Product 1

HCID 538460772-methoxy-N-methyl-3-morpholino-2-(2-pyridyl)thiopropanamide

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of 1.96 g. (0.01 mole) of 2-methoxy-N-methyl- 2-(2-pyridyl)thioacetamide in 20 ml. of methanol is treated with 1.3 g. (0.015 mole) of morpholine and 0.45 g. (0.015 mole) of formaldehyde. The mixture is refluxed for 48 hours. The solvents are removed in vacuo. The residue is recrystallized twice from 2-propanol to give 2-methoxy-N-methyl-3-morpholino-2-(2-pyridyl)thiopropanamide, m.p. 128°-132°C.

Workup

  1. temperatureThe mixture is refluxed for 48 hours
  2. customThe solvents are removed in vacuo
  3. customThe residue is recrystallized twice from 2-propanol

Sources & evidence

ORD record
ord-0adc2d5ce7c14a738a1079ab08ecbfb1
Source dataset
uspto-grants-1976_05
Patent number
US03956494

Reaction notes

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