Hydrazine hydrate (1:1) → HCID 19833172, compound

HRID 2051357Notes

Reaction equation

HRID 2051357 reaction equation
[Cl:1][C:2]1[CH:22]=[CH:21][C:5]2[C:6]3[CH2:7][CH2:8][CH2:9][N:10]([C:14]([NH:16]C(=O)CCl)=[O:15])[C:11]=3[CH2:12][CH2:13][C:4]=2[CH:3]=1.O.NN>C(O)C>[Cl:1][C:2]1[CH:22]=[CH:21][C:5]2[C:6]3[CH2:7][CH2:8][CH2:9][N:10]([C:14]([NH2:16])=[O:15])[C:11]=3[CH2:12][CH2:13][C:4]=2[CH:3]=1

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 19833138HCID 19833138, compound

Product 1

HCID 19833172HCID 19833172, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A suspension of 11.85 g (0.035 mol) of 8-chloro-N -(chloroacetyl)-2,3,5,6-tetrahydrobenzo[f]quinoline-4(1H)carboxamide and 4.4 ml (0.091 mol) of hydrazine hydrate in 250 ml of ethanol is stirred at room temperature for 3 hours, concentrated in a vacuum and extracted with methylene chloride/water. Drying with magnesium sulfate and distillation of the solvent in a vacuum yields 8-chloro-2,3,5,6-tetrahydrobenzo[f]quinoline-4(1H)-carboxamide as white crystals which exhibit a melting point of 169-171° after recrystallization from methylene chloride.

Workup

  1. concentrationconcentrated in a vacuum
  2. extractionextracted with methylene chloride/water
  3. dry with materialDrying with magnesium sulfate and distillation of the solvent in a vacuum

Sources & evidence

ORD record
ord-453bf2511a344123b7228abb660c6ecf
Source dataset
uspto-grants-1991_05
Patent number
US05017608

Reaction notes

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