Ammonia → HCID 14642294, compound

HRID 231686Notes

Reaction equation

HRID 231686 reaction equation
[Br:1][CH2:2][C:3]1[CH:8]=[CH:7][C:6]([S:9]([C:12]2[CH:13]=[C:14]([S:17](Cl)(=[O:19])=[O:18])[S:15][CH:16]=2)(=[O:11])=[O:10])=[CH:5][CH:4]=1.[NH3:21]>C(Cl)(Cl)Cl>[Br:1][CH2:2][C:3]1[CH:8]=[CH:7][C:6]([S:9]([C:12]2[CH:13]=[C:14]([S:17]([NH2:21])(=[O:19])=[O:18])[S:15][CH:16]=2)(=[O:11])=[O:10])=[CH:5][CH:4]=1

Participants

4

Reactant 2

HCID 222AmmoniaHCID 14642286HCID 14642286, compound

Product 1

HCID 14642294HCID 14642294, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

To 22.0 g (0.053 mole) of product from Step A dissolved in 150 ml CHCl3 was added gaseous NH3 at 0°-10° C. for 5 minutes. The reaction mixture was then stirred at room temperature for 2.5 hours. The solvent was then removed in vacuo and the residue was purified by flash chromatography on silica gel eluting with 4% methanol/CHCl3 to give pure title compound, as an oil.

Workup

  1. customThe solvent was then removed in vacuo
  2. customthe residue was purified by flash chromatography on silica gel eluting with 4% methanol/CHCl3

Sources & evidence

ORD record
ord-44c64f7134d44c0099716b9ce51d2b31
Source dataset
uspto-grants-1989_07
Patent number
US04847289

Reaction notes

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