Hydrochloric Acid → HCID 178502024, compound

HRID 1197842Notes

Reaction equation

HRID 1197842 reaction equation
[NH2:1][CH:2]([C:17]1[CH:22]=[CH:21][C:20]([F:23])=[CH:19][CH:18]=1)[C:3]1[CH:16]=[CH:15][C:6]2[NH:7][C:8]([NH:10][C:11](=[O:14])[O:12][CH3:13])=[N:9][C:5]=2[CH:4]=1.[ClH:24]>CO>[ClH:24].[ClH:24].[NH2:1][CH:2]([C:17]1[CH:18]=[CH:19][C:20]([F:23])=[CH:21][CH:22]=1)[C:3]1[CH:16]=[CH:15][C:6]2[NH:7][C:8]([NH:10][C:11](=[O:14])[O:12][CH3:13])=[N:9][C:5]=2[CH:4]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 178502023HCID 178502023, compound

Product 1

HCID 178502024HCID 178502024, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Methyl (±)-[5-[amino(4-fluorophenyl)methyl]-1H-benzimidazol-2-yl]carbamate (209 g, 0.67 mole) was suspended in 2.4 L of MeOH containing (1.5 m HCl) of 12N aq HCl and stirred at room temperature for 24 hours and then at 5° C. for 18 hours. The solid was collected by filtration. The salt was recrystallized by suspending the solid in MeOH (3 L) and adding water (250 mL) until a solution was obtained. The solution was filtered through a Celite pad and evaporated to dryness. The solid was again suspended in MeOH then collected by filtration yield: 175 g (66%) of the title dihydrochloride, mp.>315° C.

Workup

  1. waitat 5° C. for 18 hours
  2. filtrationThe solid was collected by filtration
  3. customThe salt was recrystallized
  4. additionadding water (250 mL) until a solution
  5. customwas obtained
  6. filtrationThe solution was filtered through a Celite pad
  7. customevaporated to dryness
  8. filtrationthen collected by filtration yield: 175 g (66%) of the title dihydrochloride, mp.>315° C.

Sources & evidence

ORD record
ord-01a4ce9e73904c7fb6e9f42e352153db
Source dataset
uspto-grants-1994_01
Patent number
US05278181

Reaction notes

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