Ammonium Chloride → HCID 178419900, compound

HRID 232852Notes

Reaction equation

HRID 232852 reaction equation
[Cl-].[NH4+].[N-:3]=[N+:4]=[N-:5].[Na+].[C:7]([CH2:9][CH2:10][S:11][CH:12]1[C:18]2[CH:19]=[CH:20][CH:21]=[CH:22][C:17]=2[CH2:16][O:15][C:14]2[CH:23]=[CH:24][C:25]([O:27][CH2:28][C:29]3[CH:38]=[CH:37][C:36]4[C:31](=[CH:32][CH:33]=[CH:34][CH:35]=4)[N:30]=3)=[CH:26][C:13]1=2)#[N:8]>CN(C)C=O>[N:30]1[C:31]2[C:36](=[CH:35][CH:34]=[CH:33][CH:32]=2)[CH:37]=[CH:38][C:29]=1[CH2:28][O:27][C:25]1[CH:24]=[CH:23][C:14]2[O:15][CH2:16][C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=3[CH:12]([S:11][CH2:10][CH2:9][C:7]3[NH:8][N:5]=[N:4][N:3]=3)[C:13]=2[CH:26]=1

Participants

5

Reactant 3

HCID 25517Ammonium ChlorideHCID 33557Sodium AzideHCID 23359116HCID 23359116, compound

Product 1

HCID 178419900HCID 178419900, compoundYield 20.7%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
120 °C

Procedure

0.6 g of ammonium chloride and 0.6 g of sodium azide were added to 1.32 g of 11-(2-cyanoethylthio)-2-(quinolin-2-yl)methoxy-6,11-dihydrodibenz[b,e]oxepine dissolved in 10 ml of dimethylformamide and the mixture was stirred at 120° C. for 10 hours. After completion of the reaction, the solvent was removed and the residue was washed with water and then applied to silica gel column chromatography to obtain 0.3 g of the title compound as slightly brown powder.

Workup

  1. customAfter completion of the reaction
  2. customthe solvent was removed
  3. washthe residue was washed with water

Sources & evidence

ORD record
ord-c562b9cb95cc41ada3cbc25039092863
Source dataset
uspto-grants-1997_01
Patent number
US05591752

Reaction notes

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