Hydrochloric Acid → HCID 10392378, compound

HRID 1648515Notes

Reaction equation

HRID 1648515 reaction equation
[CH2:1]([C:5]1[N:6]([CH2:29][C:30]2[CH:39]=[CH:38][C:33]([C:34]([O:36]C)=[O:35])=[CH:32][CH:31]=2)[C:7](/[CH:10]=[C:11]2\[N:12]([CH2:22][C:23]3[N:24]=[C:25]([CH3:28])[S:26][CH:27]=3)[C:13](=[O:21])[N:14]([CH2:17][CH2:18][CH2:19][CH3:20])[C:15]\2=[O:16])=[CH:8][N:9]=1)[CH2:2][CH2:3][CH3:4].Cl.C([O-])(=O)C.[Na+]>O>[CH2:1]([C:5]1[N:6]([CH2:29][C:30]2[CH:31]=[CH:32][C:33]([C:34]([OH:36])=[O:35])=[CH:38][CH:39]=2)[C:7](/[CH:10]=[C:11]2\[N:12]([CH2:22][C:23]3[N:24]=[C:25]([CH3:28])[S:26][CH:27]=3)[C:13](=[O:21])[N:14]([CH2:17][CH2:18][CH2:19][CH3:20])[C:15]\2=[O:16])=[CH:8][N:9]=1)[CH2:2][CH2:3][CH3:4]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 517045Sodium AcetateHCID 9960721HCID 9960721, compound

Product 1

HCID 10392378HCID 10392378, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of methyl Z-4-[[2-butyl-5-[[1-butyl-3-[(2-methyl-4-thiazolyl)methyl]-2,5dioxo-4-imidazolidinylidene]methyl]-1H-imidazol-1-yl]methyl]benzoate (0.428 g, 0.65 mmol) and 2N HCl (12 mL) is refluxed for 1 hour in which time all the solid dissolved. Solvents are removed in vacuo and the mixture is evaporated from ethanol (5 mL) three times. The solid that results is treated with 5% aqueous sodium acetate (10 mL) and water (10 mL) to precipitate a gummy solid which is dissolved in methylene chloride (30 mL). The organic layer is dried over Na2SO4 and then evaporated in vacuo. The residue is recrystallized from hot ethyl acetate/hexane.

Workup

  1. temperatureis refluxed for 1 hour in which time all the solid
  2. dissolutiondissolved
  3. customSolvents are removed in vacuo
  4. customthe mixture is evaporated from ethanol (5 mL) three times
  5. customThe solid that results
  6. customto precipitate a gummy solid which
  7. dissolutionis dissolved in methylene chloride (30 mL)
  8. dry with materialThe organic layer is dried over Na2SO4
  9. customevaporated in vacuo
  10. customThe residue is recrystallized from hot ethyl acetate/hexane

Sources & evidence

ORD record
ord-e6bf533e281d4679b72a1cade21be5e2
Source dataset
uspto-grants-1995_07
Patent number
US05436260

Reaction notes

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