Hydrochloric Acid → HCID 70529811, compound

HRID 894608Notes

Reaction equation

HRID 894608 reaction equation
[ClH:1].Cl.[CH3:3][C:4]1[CH:9]=[CH:8][CH:7]=[C:6]([CH3:10])[C:5]=1[N:11]1[CH2:15][CH:14]([C:16]([OH:18])=[O:17])[N:13]([C:19]2[C:24]([CH3:25])=[CH:23][CH:22]=[CH:21][C:20]=2[CH3:26])[C:12]1=[NH:27].[CH3:28]O>>[ClH:1].[CH3:28][O:17][C:16]([CH:14]1[CH2:15][N:11]([C:5]2[C:6]([CH3:10])=[CH:7][CH:8]=[CH:9][C:4]=2[CH3:3])[C:12](=[NH:27])[N:13]1[C:19]1[C:20]([CH3:26])=[CH:21][CH:22]=[CH:23][C:24]=1[CH3:25])=[O:18]

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 887MethanolHCID 70531520HCID 70531520, compound

Product 1

HCID 70529811HCID 70529811, compoundYield 90.9%

Procedure

Dry, gaseous hydrochloric acid is introduced into a solution of 1.7 g (4.55 mmoles) of 1,3-bis(2',6'-dimethylphenyl)-2-imino-imidazolidine-4-carboxylic acid hydrochloride, obtained as described in Example 33, in 20 ml of dry methanol at 0° to +5° C. After one hour the introduction of the gas is stopped, and the mixture is allowed to stand at +5° C. for 24 hours. The fluffy insolubles floating in the solution are filtered off, and the solvent is evaporated in vacuo. The residue is triturated with dry diethyl ether, the separated precipitate is filtered off, washed with diethyl ether, and dried. 1.6 g (90.9%) of 1,3-bis(2',6'-dimethylphenyl)-2-imino-imidazolidine-4-carboxylic acid methylester hydrochloride are obtained as a colourless, hygroscopic crystalline substance; m.p.: 113°-115° C. (in sealed tube).

Workup

  1. customDry
  2. customobtained
  3. waitto stand at +5° C. for 24 hours
  4. filtrationare filtered off
  5. customthe solvent is evaporated in vacuo
  6. customThe residue is triturated with dry diethyl ether
  7. filtrationthe separated precipitate is filtered off
  8. washwashed with diethyl ether
  9. customdried

Sources & evidence

ORD record
ord-674460b0448a4ee99d3abccaa995f9cb
Source dataset
uspto-grants-1981_08
Patent number
US04284642

Reaction notes

Loading…