Hydrochloric Acid → HCID 12493277, compound

HRID 1863363Notes

Reaction equation

HRID 1863363 reaction equation
Cl.[CH3:2][C:3]1(O)[C:7]([CH3:9])(O)[NH:6][C:5]([CH2:10][CH2:11][CH3:12])=[N:4]1.Cl.[OH2:15]>>[CH3:2][C:3]1[NH:4][C:5]([CH2:10][CH2:11][CH3:12])=[N:6][C:7]=1[CH2:9][OH:15]

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 962WaterHCID 124932794,5-Dimethyl-2-n-propyl-2-imidazoline-4,5-diol hydrochloride

Product 1

HCID 12493277HCID 12493277, compound

Procedure

The product from Example 6 is dissolved in 900 ml. of water and 350 ml. of concentrated hydrochloric acid, heated on a steam bath for 5 hours and then chilled. The solution is concentrated in vacuo and a mixture of 100 ml. of acetone and 100 ml. of ethanol is added. The mixture is filtered. The filtrate is evaporated and the residue is dissolved in 50 ml. of water and neutralized with a concentrated solution of K2CO3, until bubbling ceases. The top layer is separated and combined with 5 ml. of methanol. On standing, a precipitate forms. The solid is collected and the filtrate is diluted with acetone to give a second precipitate which is also collected. The solids are combined and recrystallized from hot acetone giving the desired product, m.p. 134°-136° C.

Workup

  1. temperaturechilled
  2. concentrationThe solution is concentrated in vacuo
  3. additiona mixture of 100 ml
  4. additionof ethanol is added
  5. filtrationThe mixture is filtered
  6. customThe filtrate is evaporated
  7. dissolutionthe residue is dissolved in 50 ml
  8. customuntil bubbling ceases
  9. customThe top layer is separated
  10. customThe solid is collected
  11. additionthe filtrate is diluted with acetone
  12. customto give a second precipitate which
  13. customis also collected
  14. customrecrystallized from hot acetone giving the desired product, m.p. 134°-136° C.

Sources & evidence

ORD record
ord-ec173321873c42a18cd1b7c66a767f94
Source dataset
uspto-grants-1979_09
Patent number
US04168964

Reaction notes

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