Hydrazine hydrate (1:1) → HCID 18692535, compound

HRID 727394Notes

Reaction equation

HRID 727394 reaction equation
[Cl:1][C:2]1[CH:37]=[CH:36][CH:35]=[CH:34][C:3]=1[C:4]([C:6]1[C:7]([O:31][CH2:32][CH3:33])=[N:8][N:9]([C:22]2[C:27]([Cl:28])=[CH:26][C:25]([Cl:29])=[CH:24][C:23]=2[Cl:30])[C:10]=1[N:11]1C(=O)C2=CC=CC=C2C1=O)=[O:5].O.NN>C(O)C>[NH2:11][C:10]1[N:9]([C:22]2[C:23]([Cl:30])=[CH:24][C:25]([Cl:29])=[CH:26][C:27]=2[Cl:28])[N:8]=[C:7]([O:31][CH2:32][CH3:33])[C:6]=1[C:4](=[O:5])[C:3]1[CH:34]=[CH:35][CH:36]=[CH:37][C:2]=1[Cl:1]

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 18427786HCID 18427786, compound

Product 1

HCID 18692535HCID 18692535, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A suspension of 184 mg of the compound of Step D in 10 mL of ethanol was treated with 0.5 mL of 55% hydrazine hydrate and refluxed for 1 hour. Solids in the cooled reaction mixture were filtered off and discarded and the filtrate was evaporated to a gum which was triturated with ether and filtered. The filtrate was again evaporated to a foam which was shown to be 104 mg of the analytically pure title compound. Anal. Calcd. for C18H13O2N3Cl4 : C, 48.57; H, 2.94; N, 9.44. Found, C, 48.41; H, 2.52; N, 9.43.

Workup

  1. temperaturerefluxed for 1 hour
  2. customSolids in the cooled reaction mixture
  3. filtrationwere filtered off
  4. customthe filtrate was evaporated to a gum which
  5. customwas triturated with ether
  6. filtrationfiltered
  7. customThe filtrate was again evaporated to a foam which

Sources & evidence

ORD record
ord-6d9803975bbe4ce8aac594084857fdcb
Source dataset
uspto-grants-1998_01
Patent number
US05712303

Reaction notes

Loading…