Formaldehyde → HCID 21563032, compound

HRID 1580565Notes

Reaction equation

HRID 1580565 reaction equation
[CH3:1][N: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].[NH:14]1[CH2:19][CH2:18][O:17][CH2:16][CH2:15]1.[CH2:20]=O>CO>[CH3:1][N:2]([CH3:13])[CH:3]([C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][N:8]=1)[C:4]([NH:6][CH2:20][N:14]1[CH2:19][CH2:18][O:17][CH2:16][CH2:15]1)=[S:5]

Participants

5

Reactant 3

HCID 712FormaldehydeHCID 8083MorpholineHCID 15581953HCID 15581953, compound

Product 1

HCID 21563032HCID 21563032, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent3×

Procedure

To a solution of 1.8 g. (0.0091 mole) of 2-dimethylamino-2-(2-pyridyl)thioacetamide in 25 ml. of methanol is added 0.9 g. (0.0015 mole) of morpholine in 2 ml. of methanol and 0.9 g. (0.0015 mole) of 37% aqueous formaldehyde solution in 2 ml. of methanol. The resulting solution is stirred at room temperature for 18 hours. The solvent is removed under reduced pressure and ether is added to the residue. The mixture is cooled at -20°C. for 4 hours and then filtered. The solvent is evaporated from the filtrate to give 2-dimethylamino-N-morpholinomethyl-2-(2-pyridyl)-thioacetamide.

Workup

  1. customThe solvent is removed under reduced pressure and ether
  2. additionis added to the residue
  3. temperatureThe mixture is cooled at -20°C. for 4 hours
  4. filtrationfiltered
  5. customThe solvent is evaporated from the filtrate

Sources & evidence

ORD record
ord-7dfbfdddffcb41cdb951004380432628
Source dataset
uspto-grants-1976_01
Patent number
US03933811

Reaction notes

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