Hydrochloric Acid → HCID 178444958, compound

HRID 1609291Notes

Reaction equation

HRID 1609291 reaction equation
[C:1]([CH2:3][O:4][C:5]1[CH:6]=[C:7]([CH:31]=[CH:32][CH:33]=1)[O:8][C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=1[NH:15][C:16](=[O:30])[C:17]1[CH:22]=[CH:21][C:20]([O:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH3:29])=[CH:19][CH:18]=1)#[N:2].[N-:34]=[N+:35]=[N-:36].[Na+].[Cl-].[NH4+].Cl>CN(C)C=O>[NH:34]1[C:1]([CH2:3][O:4][C:5]2[CH:6]=[C:7]([CH:31]=[CH:32][CH:33]=2)[O:8][C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=2[NH:15][C:16](=[O:30])[C:17]2[CH:18]=[CH:19][C:20]([O:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH3:29])=[CH:21][CH:22]=2)=[N:2][N:36]=[N:35]1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 25517Ammonium ChlorideHCID 33557Sodium AzideHCID 20084554HCID 20084554, compound

Product 1

HCID 178444958HCID 178444958, compoundYield 82.1%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

In 15 ml of N,N-dimethylformamide (DMF) was dissolved 1.5 g of N-[2-(3-cyanomethoxyphenoxy)phenyl]-4-hexyloxybenzamide followed by addition of 0.44 g of sodium azide and 0.37 g of ammonium chloride, and the mixture was stirred at 105°-110° C. for 1 hour. After cooling, the reaction mixture was diluted with ice-water and acidified with hydrochloric acid. The resulting precipitate was collected by filtration and recrystallized from ethanol to give 1.35 g of the title compound as white crystals, m.p. 158°-159° C.

Workup

  1. temperatureAfter cooling
  2. filtrationThe resulting precipitate was collected by filtration
  3. customrecrystallized from ethanol

Sources & evidence

ORD record
ord-924ca677d08b488694ff11347bdfb89b
Source dataset
uspto-grants-1995_03
Patent number
US05399703

Reaction notes

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