Dimethylformamide → HCID 14013762, compound

HRID 2291475Notes

Reaction equation

HRID 2291475 reaction equation
[F:1][C:2]([F:24])([F:23])[C:3]1[C:8]([C:9]([O:11][CH2:12][CH3:13])=[O:10])=[C:7](Cl)[C:6]([C:15]([O:17][CH3:18])=[O:16])=[C:5]([C:19]([F:22])([F:21])[F:20])[N:4]=1.[N-:25]=[N+:26]=[N-:27].[Na+].CN(C=O)C>O>[N:25]([C:7]1[C:6]([C:15]([O:17][CH3:18])=[O:16])=[C:5]([C:19]([F:20])([F:22])[F:21])[N:4]=[C:3]([C:2]([F:24])([F:23])[F:1])[C:8]=1[C:9]([O:11][CH2:12][CH3:13])=[O:10])=[N+:26]=[N-:27]

Participants

5

Reactant 3

HCID 6228DimethylformamideHCID 33557Sodium AzideHCID 14013761HCID 14013761, compound

Product 1

HCID 14013762HCID 14013762, compoundYield 93.7%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 15.13 g (0.040 mol) of product of Example 27, 2.85 g (0.040 mol) of sodium azide and ml of DMF was stirred for 1 hour and poured into ml of water. The mixture was extracted with ether. The ether extract was washed several times with water, dried (MgSO4) and concentrated to give 14.4 g (93.7%) of product; mp 46°-47° C.

Workup

  1. extractionThe mixture was extracted with ether
  2. extractionThe ether extract
  3. washwas washed several times with water
  4. dry with materialdried (MgSO4)
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-93fb574c8ebb43b0ae9a152f5b43e2db
Source dataset
uspto-grants-1989_01
Patent number
US04797149

Reaction notes

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