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

HRID 1604882Notes

Reaction equation

HRID 1604882 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-612e07b69dc644d0826275c4018fa372
Source dataset
uspto-grants-1976_04
Patent number
US03948892

Reaction notes

Loading…