Ammonium Chloride → HCID 20084230, compound

HRID 484350Notes

Reaction equation

HRID 484350 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-a17cfa0e25de4db8b9df325a3f55bbbe
Source dataset
uspto-grants-1993_07
Patent number
US05231103

Reaction notes

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