Ammonium Chloride → HCID 20084230, compound

HRID 1609235Notes

Reaction equation

HRID 1609235 reaction equation
C[Si]([N:5]=[C:6]=[O:7])(C)C.[N:8]1[C:17]2[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=2)[CH:11]=[CH:10][C:9]=1[CH2:18][O:19][C:20]1[CH:25]=[CH:24][C:23]([C:26]2([CH2:32][NH:33][OH:34])[CH2:31][CH2:30][CH2:29][CH2:28][CH2:27]2)=[CH:22][CH:21]=1.[Cl-].[NH4+].ClCCl.CO>O1CCOCC1>[N:8]1[C:17]2[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=2)[CH:11]=[CH:10][C:9]=1[CH2:18][O:19][C:20]1[CH:21]=[CH:22][C:23]([C:26]2([CH2:32][N:33]([OH:34])[C:6]([NH2:5])=[O:7])[CH2:31][CH2:30][CH2:29][CH2:28][CH2:27]2)=[CH:24][CH:25]=1

Participants

6

Reactant 4

HCID 25517Ammonium ChlorideHCID 70696Trimethylsilyl isocyanateHCID 20084229HCID 20084229, compoundHCID 21226129Dichloromethane methanol

Product 1

HCID 20084230HCID 20084230, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Conditions

Temperature
100 °C

Procedure

0.94 g (8.13 mmol) of trimethylsilyl isocyanate is added dropwise under an argon atmosphere at room temperature to a solution of 2.7 g (7.45 mmol) of N-[4-(quinolin-2-yl-methoxy) phenyl-cyclohexyl]methyl-hydroxylamine in 25 ml of dioxane p.a. The reaction mixture is heated at 100° C. under an argon atmosphere for 2.5 h, cooled to room temperature and treated with saturated ammonium chloride solution. It is extracted several times with ether, and the organic phase is dried over sodium sulphate and concentrated in vacuo. The product is obtained after column chromatography on silica gel using dichloromethane/methanol (9:1).

Workup

  1. temperaturecooled to room temperature
  2. extractionIt is extracted several times with ether
  3. dry with materialthe organic phase is dried over sodium sulphate
  4. concentrationconcentrated in vacuo
  5. customThe product is obtained after column chromatography on silica gel

Sources & evidence

ORD record
ord-67193a0644244b638334b689e2cfa09a
Source dataset
uspto-grants-1995_03
Patent number
US05399698

Reaction notes

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