Benzylamine → HCID 178484935, compound

HRID 2419783Notes

Reaction equation

HRID 2419783 reaction equation
[IH:1].[CH3:2][N:3]=[C:4](SC)[NH:5][NH2:6].[CH2:9]([NH2:16])[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1>O>[IH:1].[NH2:6][NH:5][C:4]([NH:3][CH3:2])=[N:16][CH2:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1

Participants

4

Reactant 2

HCID 7504BenzylamineHCID 11586830HCID 11586830, compound

Product 1

HCID 178484935HCID 178484935, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A solution of 36.0 g. of methyl N-methylthiocarbazimidate hydroiodide and 16.1 g. of benzylamine in 100 ml. of water is heated on a steam bath for one hour and then allowed to stand at room temperature overnight. The reaction mixture is concentrated under reduced pressure. The residue is dissolved in ethanol, treated with activated charcoal and filtered. The filtrate is concentrated to a small volume under reduced pressure and the residual solution is diluted with diethyl ether. The resultant crystals are recovered by filtration and recrystallized from a mixture of ethanol and diethyl ether, giving the desired product as pale pink crystals, m.p. 118°-119° C.

Workup

  1. concentrationThe reaction mixture is concentrated under reduced pressure
  2. dissolutionThe residue is dissolved in ethanol
  3. additiontreated with activated charcoal
  4. filtrationfiltered
  5. concentrationThe filtrate is concentrated to a small volume under reduced pressure
  6. additionthe residual solution is diluted with diethyl ether
  7. filtrationThe resultant crystals are recovered by filtration
  8. customrecrystallized from a mixture of ethanol and diethyl ether

Sources & evidence

ORD record
ord-c3ee1fb4651d49d89aeb67803661f92e
Source dataset
uspto-grants-1978_08
Patent number
US04107326

Reaction notes

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