Ammonia → HCID 21510114, compound

HRID 1658271Notes

Reaction equation

HRID 1658271 reaction equation
[IH:1].[Cl:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[CH:9]1[N:13]([CH2:14][CH2:15][OH:16])[C:12](SC)=[N:11][CH2:10]1.[NH3:19]>CO>[IH:1].[NH2:19][C:12]1[N:13]([CH2:14][CH2:15][OH:16])[CH:9]([C:4]2[CH:5]=[CH:6][CH:7]=[CH:8][C:3]=2[Cl:2])[CH2:10][N:11]=1

Participants

4

Reactant 2

HCID 222AmmoniaHCID 21510101HCID 21510101, compound

Product 1

HCID 21510114HCID 21510114, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A mixture of 18.3 parts of 5-(o-chlorophenyl)-2-(methylthio)-2-imidazoline-1-ethanol hydroiodide and 40 parts of methanol saturated with ammonia is stirred and refluxed for 2 hours. The solvent is evaporated and the solid residue is treated with 20 parts of 2-propanol. The product is filtered off and recrystallized from 50 parts of water, yielding 2-amino-5-(o-chlorophenyl)-2-imidazoline-1-ethanol hydroiodide, m.p. 181.6°C.

Workup

  1. temperaturerefluxed for 2 hours
  2. customThe solvent is evaporated
  3. additionthe solid residue is treated with 20 parts of 2-propanol
  4. filtrationThe product is filtered off
  5. customrecrystallized from 50 parts of water

Sources & evidence

ORD record
ord-66026242211f4ceaa9671ac222bf735c
Source dataset
uspto-grants-1976_06
Patent number
US03963718

Reaction notes

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