Dimethylformamide → HCID 178521902, compound

HRID 35021Notes

Reaction equation

HRID 35021 reaction equation
[F:1][C:2]([F:21])([C:14]([F:20])([F:19])[C:15]([F:18])([F:17])[F:16])[C:3]([NH:5][C:6]1[CH:11]=[CH:10][C:9]([C:12]#[N:13])=[CH:8][CH:7]=1)=[O:4].[N-:22]=[N+:23]=[N-:24].[Na+].[Cl-].[NH4+].CN(C)C=O>O>[F:1][C:2]([F:21])([C:14]([F:19])([F:20])[C:15]([F:18])([F:16])[F:17])[C:3]([NH:5][C:6]1[CH:11]=[CH:10][C:9]([C:12]2[NH:24][N:23]=[N:22][N:13]=2)=[CH:8][CH:7]=1)=[O:4]

Participants

6

Reactant 4

HCID 6228DimethylformamideHCID 25517Ammonium ChlorideHCID 33557Sodium AzideHCID 142538062,2,3,3,4,4,4-heptafluoro-N-[4-(cyano)phenyl]butanamide

Product 1

HCID 178521902HCID 178521902, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 2,2,3,3,4,4,4-heptafluoro-N-[4-(cyano)phenyl]butanamide (1.5 g,) sodium azide (1.55 g), ammonium chloride (1.28 g) and dimethylformamide (20 mL) was heated in a 130°-135° C. oil bath overnight. The reaction mixture was then poured onto 200 mL of water and the resulting solid was filtered off and recrystallized from ethanol. The product was dried at 100° C. overnight using an abderhalden (drying pistol) to give the title compound, m.p. 266°-268° C.

Workup

  1. temperaturewas heated in a 130°-135° C. oil bath overnight
  2. filtrationthe resulting solid was filtered off
  3. customrecrystallized from ethanol
  4. customThe product was dried at 100° C. overnight
  5. customan abderhalden (drying pistol)

Sources & evidence

ORD record
ord-cc73bfcab7664de59c9db8bea3c26f0e
Source dataset
uspto-grants-1988_08
Patent number
US04764623

Reaction notes

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