Formic Acid → HCID 15580715, compound

HRID 1702656Notes

Reaction equation

HRID 1702656 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 wahsed 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. customThe material is dried
  5. dissolutiondissolved in dichloromethane
  6. customrecrystallized as above
  7. customto give 12.0 g

Sources & evidence

ORD record
ord-5c78cef65bf2460ba09be1e5ddac2364
Source dataset
uspto-grants-1982_09
Patent number
US04348527

Reaction notes

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