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HCID 178488787, compound → HCID 178488788, compound

HRID 1060301
Notes
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Reaction equation

HRID 1060301 reaction equation
C(OC([NH:8][C:9]1[NH:10][CH:11]=[C:12]([C:14]2[C:22]3[S:21][C:20]([NH:23][C:24](=[O:26])[OH:25])=[N:19][C:18]=3[C:17]([O:27][CH3:28])=[CH:16][CH:15]=2)[N:13]=1)=O)(C)(C)C>Cl.CO>[NH2:8][C:9]1[NH:10][CH:11]=[C:12]([C:14]2[C:22]3[S:21][C:20]([NH:23][C:24](=[O:25])[OH:26])=[N:19][C:18]=3[C:17]([O:27][CH3:28])=[CH:16][CH:15]=2)[N:13]=1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

3

Reactant 1

HCID 178488787HCID 178488787, compound

Product 1

HCID 178488788HCID 178488788, compoundYield 16%

Reagents, catalysts & solvents 1

HCID 21893726Hydrochloride methanolSolvent

Procedure

0.04 g of [7-(2-tert-butoxycarbonylamino-1H-imidazol-4-yl)-4-methoxy-benzothiazol-2-yl]-carbamic acid methyll ester (0.0001 Mol) were heated to 60° C. in HCl/MeOH (2.5 M, 2 ml). After evaporation of the solvent the residue was dissolved in water (5 ml) and the pH was adjusted to 8 with sat. NaHCO3. The water was evaporated and the residue triturated in ethyl acetate where a precipitation formed. This was isolated and dried to yield the title compound as a grey solid (16%); F.p.: 225-235° C.

Workup

  • customAfter evaporation of the solvent the residue
  • dissolutionwas dissolved in water (5 ml)
  • customThe water was evaporated
  • customthe residue triturated in ethyl acetate where
  • customa precipitation
  • customformed
  • customThis was isolated
  • customdried
  • Sources & evidence

    ORD record
    ord-f9630fe59ee24fd6adf7b1f06fd6fa09
    Source dataset
    uspto-grants-2003_02
    DOI
    10.6084/m9.figshare.5104873.v1
    Patent number
    US06521754B2

    Reaction notes

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    On this pageParticipantsProcedureWorkupSources & evidenceReaction notes