Hydrazine hydrate (1:1) → HCID 13365999, compound

HRID 2082140Notes

Reaction equation

HRID 2082140 reaction equation
[N:1]1[CH:6]=[CH:5][CH:4]=[N:3][C:2]=1[N:7]1[CH2:12][CH2:11][N:10]([CH2:13][CH2:14][CH2:15][CH2:16][NH:17][S:18]([C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][C:22]=2[N+:27]([O-])=O)(=[O:20])=[O:19])[CH2:9][CH2:8]1.O.NN>CO.[Pd]>[N:1]1[CH:6]=[CH:5][CH:4]=[N:3][C:2]=1[N:7]1[CH2:8][CH2:9][N:10]([CH2:13][CH2:14][CH2:15][CH2:16][NH:17][S:18]([C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][C:22]=2[NH2:27])(=[O:20])=[O:19])[CH2:11][CH2:12]1

Participants

5

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 13365997HCID 13365997, compound

Product 1

HCID 13365999HCID 13365999, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent2×

Procedure

0.06 mol of N-(4-(4-(2-pyrimidinyl)-1-piperazinyl)butyl)-2-nitrobenzenesulphonamide is dissolved in 500 ml of MeOH, 2.4 g of 5% Pd-C are added, the mixture is heated to boiling and 0.17 mol of hydrazine hydrate in 50 ml of MeOH is added dropwise within 15 minutes. After boiling for a further 30 minutes, the mixture is filtered, the filtrate is evaporated, the residue is taken up in diethyl ether, washed with water, evaporated again and crystallised from isorpopanol/isopropyl ether.

Workup

  1. temperaturethe mixture is heated
  2. filtrationthe mixture is filtered
  3. customthe filtrate is evaporated
  4. washwashed with water
  5. customevaporated again
  6. customcrystallised from isorpopanol/isopropyl ether

Sources & evidence

ORD record
ord-50f2f2037ec0410e9182716fbbbb00ec
Source dataset
uspto-grants-1993_02
Patent number
US05187276

Reaction notes

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