HCID 178488787, compound → HCID 178488788, compound

HRID 1060301Notes

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

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

  1. customAfter evaporation of the solvent the residue
  2. dissolutionwas dissolved in water (5 ml)
  3. customThe water was evaporated
  4. customthe residue triturated in ethyl acetate where
  5. customa precipitation
  6. customformed
  7. customThis was isolated
  8. customdried

Sources & evidence

ORD record
ord-f9630fe59ee24fd6adf7b1f06fd6fa09
Source dataset
uspto-grants-2003_02
Patent number
US06521754B2

Reaction notes

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