Dimethylformamide → HCID 14013762, compound

HRID 1649665Notes

Reaction equation

HRID 1649665 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 175 ml of DMF was stirred for 1 hour and poured into 500 ml of water. The mixture was extracted with ether. The ether was 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 was extract
  3. washwas washed several times with water
  4. dry with materialdried (MgSO4)
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-4b8e2a49281e46338abdc2ca6e0ceea6
Source dataset
uspto-grants-1990_05
Patent number
US04921530

Reaction notes

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