Hydrochloric Acid → HCID 178520517, compound

HRID 1084821Notes

Reaction equation

HRID 1084821 reaction equation
C(OC([N:8]1[CH:12]=[C:11]([CH:13]=[CH:14][C:15]([NH:17][C:18]2[CH:27]=[CH:26][CH:25]=[CH:24][C:19]=2[C:20]([O:22]C)=[O:21])=[O:16])[N:10]=[CH:9]1)=O)(C)(C)C.Cl>CO>[NH:8]1[CH:12]=[C:11]([CH:13]=[CH:14][C:15]([NH:17][C:18]2[CH:27]=[CH:26][CH:25]=[CH:24][C:19]=2[C:20]([OH:22])=[O:21])=[O:16])[N:10]=[CH:9]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 53869628HCID 53869628, compound

Product 1

HCID 178520517HCID 178520517, compoundYield 76%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Methyl 2-[3-(1-t-butoxycarbonyl-1H-imidazole-4-yl)acrylamido]benzoate (168 mg) was dissolved in methanol (9 ml), 3N.HCl (2 ml) was added. The mixture was stirred at room temperature for 1 hour. Then, methanol was removed and the precipitated solid were filtered. The solid were again dissolved in methanol (9 ml), and 1N-NaOH (0.9 ml) was added. The mixture was reacted with stirring at 70° C. for 1 hour. After removing methanol, the mixture was treated with water and slightly acidified by KHSO4 under ice cooling to give white solids of the title compound (88 mg, yield, 76%). m.p., 263°-265° C.

Workup

  1. customThen, methanol was removed
  2. filtrationthe precipitated solid were filtered
  3. dissolutionThe solid were again dissolved in methanol (9 ml)
  4. addition1N-NaOH (0.9 ml) was added
  5. customThe mixture was reacted
  6. stirringwith stirring at 70° C. for 1 hour
  7. customAfter removing methanol
  8. additionthe mixture was treated with water

Sources & evidence

ORD record
ord-da9b4f62b92b4a468d8b47be1204e301
Source dataset
uspto-grants-1991_04
Patent number
US05006548

Reaction notes

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