HCID 178488920, compound → HCID 178515896, compound

HRID 1721996Notes

Reaction equation

HRID 1721996 reaction equation
Cl.[Br:2][C:3]1[N:4]=[C:5]([C:8]2[CH:13]=[CH:12][C:11]([O:14]C)=[CH:10][CH:9]=2)[NH:6][CH:7]=1>CC(O)=O.Br>[Br:2][C:3]1[N:4]=[C:5]([C:8]2[CH:9]=[CH:10][C:11]([OH:14])=[CH:12][CH:13]=2)[NH:6][CH:7]=1

Participants

4

Reactant 1

HCID 178488920HCID 178488920, compound

Product 1

HCID 178515896HCID 178515896, compoundYield 65%

Reagents, catalysts & solvents 2

HCID 176Acetic AcidSolventHCID 260Hydrogen BromideSolvent

Procedure

A suspension of 10 (2.6 g, 0.0091 mol) in AcOH (10 ml) and 48% HBr (40 ml) was heated at reflux for 10 hours. After stirring overnight at room temperature the solution was concentrated to dryness and the residue stirred overnight with saturated NaHCO3. The mixture was filtered to yield 1.36 g (65%) of 11.

Workup

  1. temperaturewas heated
  2. temperatureat reflux for 10 hours
  3. concentrationwas concentrated to dryness
  4. stirringthe residue stirred overnight with saturated NaHCO3
  5. filtrationThe mixture was filtered

Sources & evidence

ORD record
ord-443b5d22a9de4e41994cff8915b93d12
Source dataset
uspto-grants-1989_08
Patent number
US04853383

Reaction notes

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