Sodium Nitrate → HCID 20456651, compound

HRID 1262458Notes

Reaction equation

HRID 1262458 reaction equation
[N+:1]([O-])([O-])=O.[Na+].[NH2:6][C:7]1[CH:12]=[C:11]([C:13]([F:16])([F:15])[F:14])[CH:10]=[CH:9][C:8]=1[NH:17][C:18]1[CH:32]=[CH:31][C:21]([O:22][CH:23]([CH2:29][CH3:30])[C:24]([O:26][CH2:27][CH3:28])=[O:25])=[CH:20][CH:19]=1>O.Cl>[F:14][C:13]([F:16])([F:15])[C:11]1[CH:10]=[CH:9][C:8]2[N:17]([C:18]3[CH:19]=[CH:20][C:21]([O:22][CH:23]([CH2:29][CH3:30])[C:24]([O:26][CH2:27][CH3:28])=[O:25])=[CH:31][CH:32]=3)[N:1]=[N:6][C:7]=2[CH:12]=1

Participants

5

Reactant 2

HCID 24268Sodium NitrateHCID 20456649HCID 20456649, compound

Product 1

HCID 20456651HCID 20456651, compound

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 962WaterSolvent2×

Procedure

A solution of 2.1 g of sodium nitrate in 10 ml of water was added drop-by-drop to a stirred solution of 5.0 g of 3B in 150 ml of 12% hydrochloric acid at 5° C. The resulting mixture was stirred at room temperature for 2 days, diluted with 100 ml of water and extracted with ether. The ether was evaporated from the extract and the residue was chromatographed over silica gel, using as eluent a 20/4/1 v/v/v mixture of hexane, ethyl acetate and tetrahydrofuran, to give 3, as a reddish syrupy liquid.

Workup

  1. extractionextracted with ether
  2. customThe ether was evaporated from the
  3. extractionextract
  4. customthe residue was chromatographed over silica gel
  5. additiona 20/4/1 v/v/v mixture of hexane, ethyl acetate and tetrahydrofuran
  6. customto give 3

Sources & evidence

ORD record
ord-c96fefb8967d40c3a01467fe6234d4c7
Source dataset
uspto-grants-1984_06
Patent number
US04452626

Reaction notes

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