Formic Acid → HCID 15580713, compound

HRID 543807Notes

Reaction equation

HRID 543807 reaction equation
[CH:1](O)=O.Cl[C:5]1[CH:6]=[C:7]([N:12]2[CH2:16][CH:15](C)[C:14]([NH:18][CH:19]=[O:20])=[N:13]2)[CH:8]=[CH:9][C:10]=1[Cl:11].CCCCCC>ClCCl>[Cl:11][C:10]1[CH:5]=[CH:6][C:7]([N:12]2[CH:16]([CH3:1])[CH2:15][C:14]([NH:18][CH:19]=[O:20])=[N:13]2)=[CH:8][CH:9]=1

Participants

5

Reactant 3

HCID 284Formic AcidHCID 8058HexaneHCID 15580721HCID 15580721, compound

Product 1

HCID 15580713HCID 15580713, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A 4.8 g. amount of the above compound is dissolved in 25.0 ml. of a mixture of formic acid and acetic anhydride (Example 15). The reaction mixture is allowed to remain at room temperature for 3 hours, then ice water is added to separate a gum. The aqueous phase is decanted and the gum is dissolved in dichloromethane. The solution is dried over magnesium sulfate and passed through a hydrous magnesium silicate. The effluent is evaporated leaving a gum. The gum is dissolved in dichloromethane. The solution is heated and hexane is added until turbidity results. The mixture is cooled and filtered to yield 3.6 g. of the desired product as off-white crystals, m.p. 112°-113° C.

Workup

  1. dissolutionamount of the above compound is dissolved in 25.0 ml
  2. customto separate a gum
  3. customThe aqueous phase is decanted
  4. dissolutionthe gum is dissolved in dichloromethane
  5. dry with materialThe solution is dried over magnesium sulfate
  6. customThe effluent is evaporated
  7. customleaving a gum
  8. temperatureThe solution is heated
  9. customresults
  10. temperatureThe mixture is cooled
  11. filtrationfiltered
  12. customto yield 3.6 g

Sources & evidence

ORD record
ord-7dfb4421598d4434b20f29083858d976
Source dataset
uspto-grants-1984_05
Patent number
US04447442

Reaction notes

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