Hydrochloric Acid → HCID 15114606, compound

HRID 1089447Notes

Reaction equation

HRID 1089447 reaction equation
[Cl:1][C:2]1[CH:21]=[CH:20][C:5]([C:6]([NH:8][NH:9][C:10]([NH:12][CH2:13][C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)=[O:11])=O)=[CH:4][CH:3]=1.[OH-].[Na+].Cl>>[CH2:13]([N:12]1[C:6]([C:5]2[CH:20]=[CH:21][C:2]([Cl:1])=[CH:3][CH:4]=2)=[N:8][NH:9][C:10]1=[O:11])[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 15114605HCID 15114605, compound

Product 1

HCID 15114606HCID 15114606, compound

Procedure

A stirred mixture of 1-(4-chlorobenzoyl)-4-benzylsemicarbazide (16.15 g, 5.317×10-2 mole) and 1 molar aqueous NaOH (64 ml, 6.4×10-2 mole) was heated to reflux. After refluxing ca. 22 hrs., the reaction was allowed to cool slightly before being neutralized by the addition of concentrated aqueous HCl (5.5 ml, 6.6×10-2 mole). A colorless solid formed and after the mixture had cooled to room temperature this was collected by filtration. Crystallization from isopropanol afforded colorless needles: 12.76 g (84%), mp. 208°-210° C.

Workup

  1. temperaturewas heated to reflux
  2. temperatureAfter refluxing ca. 22 hrs
  3. temperatureto cool slightly
  4. customA colorless solid formed
  5. filtrationthis was collected by filtration
  6. customCrystallization from isopropanol afforded colorless needles

Sources & evidence

ORD record
ord-ba54c31d411348998ef5515e48c31d7f
Source dataset
uspto-grants-1990_10
Patent number
US04966909

Reaction notes

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