Hydrochloric Acid → 1,2-Diamino-1-benzyloxymethyl-ethane-dihydrochloride

HRID 37048Notes

Reaction equation

HRID 37048 reaction equation
[NH2:1][CH:2](N1C(=O)C2=CC=CC=C2C1=O)[CH2:3][CH2:4][O:5][CH2:6][C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1.O.[NH2:25]N.[ClH:27]>CO>[ClH:27].[ClH:27].[NH2:25][CH:3]([CH2:4][O:5][CH2:6][C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1)[CH2:2][NH2:1]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 24654Hydrazine hydrate (1:1)HCID 194385151-Amino-2-benzyloxymethyl-1-phthalimido-ethane

Product 1

HCID 194385291,2-Diamino-1-benzyloxymethyl-ethane-dihydrochloride

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

1-Amino-2-benzyloxymethyl-1-phthalimido-ethane (3.0 g, 9.7 mmol) is dissolved in 50 ml dry methanol and hydrazine hydrate (968 mg, 19.3 mmol) is added. After being refluxed for 4 hours, the reaction mixture is stirred for 24 hours at ambient temperature and 50 ml 2N hydrochloric acid was added. The phthalhydrazide is removed by filtration and the 1,2-diamino-1-benzyloxymethyl-ethane-dihydrochloride is purified by recrystallisation from dry ethanol.

Workup

  1. temperatureAfter being refluxed for 4 hours
  2. customThe phthalhydrazide is removed by filtration
  3. customthe 1,2-diamino-1-benzyloxymethyl-ethane-dihydrochloride is purified by recrystallisation from dry ethanol

Sources & evidence

ORD record
ord-fe6abeba695a46a998522449dc55787f
Source dataset
uspto-grants-1995_05
Patent number
US05419893

Reaction notes

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