Sodium → HCID 21510108, compound

HRID 1658273Notes

Reaction equation

HRID 1658273 reaction equation
Cl.[NH2:2][C:3]1[N:4]([CH2:15][CH2:16]Cl)[CH:5]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=2[Cl:14])[CH2:6][N:7]=1.[Na]>CO>[ClH:14].[Cl:14][C:9]1[CH:10]=[CH:11][CH:12]=[CH:13][C:8]=1[CH:5]1[N:4]2[CH2:15][CH2:16][NH:2][C:3]2=[N:7][CH2:6]1

Participants

4

Reactant 2

HCID 5360545SodiumHCID 21510099HCID 21510099, compound

Product 1

HCID 21510108HCID 21510108, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Procedure

To a stirred solution of 4.6 parts of 2-amino-1-(2-chloroethyl)-5-(o-chlorophenyl)-2-imidazoline hydrochloride in 12 parts of methanol is added a solution of 0.725 parts of sodium in 12 parts of methanol. The whole is stirred and refluxed for 1 hr. 30 minutes. The reaction mixture is evaporated and to the residue is added 50 parts of water and a small amount of a 10N sodium hydroxide solution. The product is extracted twice with 40 parts of methylene chloride. The combined extracts are dried, filtered and evaporated. The residue is converted into the hydrochloride salt in 2-propanol and diisopropylether. The salt is filtered off, washed with acetone and dried, yielding 5-(o-chlorophenyl)-2,3,5,6-tetrahydro-1H-imidazo[1,2-a]imidazole hydrochloride; m.p. 215°-222°C.

Workup

  1. temperaturerefluxed for 1 hr
  2. custom30 minutes
  3. customThe reaction mixture is evaporated and to the residue
  4. additionis added 50 parts of water
  5. extractionThe product is extracted twice with 40 parts of methylene chloride
  6. customThe combined extracts are dried
  7. filtrationfiltered
  8. customevaporated
  9. filtrationThe salt is filtered off
  10. washwashed with acetone
  11. customdried

Sources & evidence

ORD record
ord-f44ab4f47d0a4ed39e306c9288560429
Source dataset
uspto-grants-1976_06
Patent number
US03963718

Reaction notes

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