Formic Acid → HCID 15580715, compound

HRID 543821Notes

Reaction equation

HRID 543821 reaction equation
C(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]>O>[Cl:11][C:10]1[CH:5]=[CH:6][C:7]([N:12]2[CH:16]([C:5]3[CH:6]=[CH:7][CH:8]=[CH:9][CH:10]=3)[CH2:15][C:14]([NH:18][CH:19]=[O:20])=[N:13]2)=[CH:8][CH:9]=1

Participants

4

Reactant 2

HCID 284Formic AcidHCID 15580721HCID 15580721, compound

Product 1

HCID 15580715HCID 15580715, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 15.0 g. of the above crude product and 85.0 ml. of a mixture of formic acid and acetic anhydride (Example 15) is allowed to remain at room temperature for 2 hours. The reaction mixture is poured into water and filtered to collect the solid. The solid is washed with a solution of saturated sodium bicarbonate, then water. The material is dried, dissolved in dichloromethane, then is columnized and recrystallized as above to give 12.0 g. of the desired product as pale yellow crystals. A 5.0 g. amount of this material is recrystallized as above to give 4.70 g. of the desired product, m.p. 164°-166° C.

Workup

  1. additionA mixture of 15.0 g
  2. filtrationfiltered
  3. customto collect the solid
  4. washThe solid is washed with a solution of saturated sodium bicarbonate
  5. customThe material is dried
  6. dissolutiondissolved in dichloromethane
  7. customrecrystallized as above
  8. customto give 12.0 g

Sources & evidence

ORD record
ord-4d2c7d08fe524c11ae62d22e951b28c7
Source dataset
uspto-grants-1984_05
Patent number
US04447442

Reaction notes

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