Formic Acid → N-(3-(dimethylamino)propyl)formamide

HRID 435923Notes

Reaction equation

HRID 435923 reaction equation
[CH:1]([OH:3])=O.[CH3:4][N:5]([CH2:7][CH2:8][CH2:9][NH2:10])[CH3:6].C1(C)C=CC=CC=1>O>[CH3:4][N:5]([CH3:6])[CH2:7][CH2:8][CH2:9][NH:10][CH:1]=[O:3]

Participants

5

Reactant 3

HCID 284Formic AcidHCID 1140TolueneHCID 7993N,N-Dimethyl-1,3-propanediamine

Product 1

HCID 80020N-(3-(dimethylamino)propyl)formamideYield 59%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Procedure

Formic acid (23 g., 0.5 mole), dimethylaminopropylamine (51 g., 0.5 mole) and toluene (50 ml) were azeotroped together with continual removal of water using a Dean and Stark separator until no more water was formed. Toluene was distilled off and the pale yellow residue distilled in vacuo. The colourless liquid product of low smell (N-(3-dimethylaminopropyl)formamide) was obtained in a yield of 59% of theory, b.p. 140° C/15 mm Hg.

Workup

  1. customwas formed
  2. distillationToluene was distilled off
  3. distillationthe pale yellow residue distilled in vacuo

Sources & evidence

ORD record
ord-e537d7b8b53e40359f2afc800bf1e2f2
Source dataset
uspto-grants-1977_02
Patent number
US04007140

Reaction notes

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