Acetone → HCID 13770446, compound

HRID 236272Notes

Reaction equation

HRID 236272 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[O:12][C:11]([C:13]([NH:15][NH2:16])=[O:14])=[CH:10][CH:9]=2)=[CH:4][CH:3]=1.[CH3:17][C:18]([CH3:20])=O>>[C:18](=[N:16][NH:15][C:13]([C:11]1[O:12][C:8]([C:5]2[CH:4]=[CH:3][C:2]([Cl:1])=[CH:7][CH:6]=2)=[CH:9][CH:10]=1)=[O:14])([CH3:20])[CH3:17]

Participants

3

Reactant 2

HCID 180AcetoneHCID 705834HCID 705834, compound

Product 1

HCID 13770446HCID 13770446, compound

Procedure

A mixture of 50 g (0.21 mole) of 5-(p-chlorophenyl)-2-furoic acid hydrazide in 500 ml of acetone was heated at reflux overnight. The reaction mixture was filtered while still warm. Crystalline solid separated readily from the filtrate upon cooling. The solid was collected, washed well with acetone and air dried. The yield was 40 g (69%). Recrystallization of 2 g from acetone gave 1.3 g of analytically pure product, m.p. 167°-169°.

Workup

  1. temperaturewas heated
  2. temperatureat reflux overnight
  3. filtrationThe reaction mixture was filtered
  4. temperaturewhile still warm
  5. customCrystalline solid separated readily from the filtrate
  6. temperatureupon cooling
  7. customThe solid was collected
  8. washwashed well with acetone and air
  9. customdried
  10. customRecrystallization of 2 g from acetone
  11. customgave 1.3 g of analytically pure product, m.p. 167°-169°

Sources & evidence

ORD record
ord-9e8015c1844b4a708c40065dd245a31b
Source dataset
uspto-grants-1987_02
Patent number
US04643996

Reaction notes

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