Formaldehyde → HCID 54158563, compound

HRID 1580449Notes

Reaction equation

HRID 1580449 reaction equation
[CH3:1][CH:2]([CH3:13])[CH:3]([C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][N:8]=1)[C:4]([NH2:6])=[S:5].[CH2:14]([NH:16][CH2:17][CH3:18])[CH3:15].[CH2:19]=O>CO>[CH2:14]([N:16]([CH2:19][NH:6][C:4](=[S:5])[CH:3]([C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][N:8]=1)[CH:2]([CH3:13])[CH3:1])[CH2:17][CH3:18])[CH3:15]

Participants

5

Reactant 3

HCID 712FormaldehydeHCID 8021DiethylamineHCID 15581943α-(1-Methylethyl)-2-pyridineethanethioamide

Product 1

HCID 54158563HCID 54158563, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of 1.94 g. (0.01 mole) of 3-methyl-2-(2-pyridyl)thiobutanamide in 40 ml. of methanol is treated with 1.1 g. (0.015 mole) of diethylamine and 0.45 g. of formaldehyde. The mixture is kept for 48 hours at 25°C., then at 0°C. for 48 hours. The solvent is evaporated and the residue is dissolved in chloroform and washed with water. The solution is dried and the solvent is evaporated off. The residue is vacuum dried at 0.005 mm. and 25°C. for 6 hours to give N-diethylaminomethyl-3-methyl-2-(2-pyridyl)-thiobutanamide.

Workup

  1. waitat 0°C. for 48 hours
  2. customThe solvent is evaporated
  3. dissolutionthe residue is dissolved in chloroform
  4. washwashed with water
  5. customThe solution is dried
  6. customthe solvent is evaporated off
  7. customdried at 0.005 mm

Sources & evidence

ORD record
ord-d76170cf7083491fa5e23bea81a1424b
Source dataset
uspto-grants-1976_01
Patent number
US03932641

Reaction notes

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