Ammonium Hydroxide → HCID 14773367, compound

HRID 2072694Notes

Reaction equation

HRID 2072694 reaction equation
C[O:2][C:3]1[CH:8]=[CH:7][C:6]([CH:9]([NH:19][CH3:20])[C:10]2[CH:11]=[C:12]([S:15]([NH2:18])(=[O:17])=[O:16])[S:13][CH:14]=2)=[CH:5][CH:4]=1.[NH4+].[OH-]>Br>[OH:2][C:3]1[CH:8]=[CH:7][C:6]([CH:9]([NH:19][CH3:20])[C:10]2[CH:11]=[C:12]([S:15]([NH2:18])(=[O:17])=[O:16])[S:13][CH:14]=2)=[CH:5][CH:4]=1

Participants

4

Reactant 2

HCID 14923Ammonium HydroxideHCID 14773366HCID 14773366, compound

Product 1

HCID 14773367HCID 14773367, compound

Reagents, catalysts & solvents 1

HCID 260Hydrogen BromideSolvent

Procedure

A solution of 1.0 g (0.0032 mol) product from Step B in 30 ml 48% aqueous hydrobromic acid was heated at 85° C. for 4.0 hours. The cooled reaction mixture was made alkaline with concentrated NH4OH solution and was extracted with ether. The organic extract was dried, the solvent evaporated and the resulting residue was purified by flash chromatography on silican gel eluting with 2l % methanol/chloroform to give pure product as a tan solid, m.p. 127°-129° C.

Workup

  1. customThe cooled reaction mixture
  2. extractionwas extracted with ether
  3. extractionThe organic extract
  4. customwas dried
  5. customthe solvent evaporated
  6. customthe resulting residue was purified by flash chromatography on silican gel
  7. washeluting with 2l % methanol/chloroform
  8. customto give pure product as a tan solid, m.p. 127°-129° C.

Sources & evidence

ORD record
ord-42c00d6678ae4e81a50c67dd9b798498
Source dataset
uspto-grants-1990_04
Patent number
US04914111

Reaction notes

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