Hydrazine hydrate (1:1) → HCID 20310464, compound

HRID 1763566Notes

Reaction equation

HRID 1763566 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([NH:10][C:11]([NH:13][CH2:14][C:15]2[CH:20]=[CH:19][N:18]=[CH:17][CH:16]=2)=[S:12])=[CH:6][CH:5]=1)([O-])=O.O.NN>[Pd].C(O)C>[NH2:1][C:4]1[CH:9]=[CH:8][C:7]([NH:10][C:11]([NH:13][CH2:14][C:15]2[CH:16]=[CH:17][N:18]=[CH:19][CH:20]=2)=[S:12])=[CH:6][CH:5]=1

Participants

5

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 2897631HCID 2897631, compound

Product 1

HCID 20310464HCID 20310464, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent2×

Procedure

To a mixture of 5.76 gms. (0.02 mole) of 1-(p-nitrophenyl)-3-(4-pyridylmethyl)-2-thiourea, (Example 2, supra.), 200 ml. of ethanol and 65 ml. of hydrazine hydrate is added with stirring 0.5 grams of 5 percent palladium-on-carbon in 50 ml. of ethanol. The resulting mixture is allowed to stand overnight at room temperature and then refluxed for 2 to 3 hours. The hot reaction mixture is then filtered and the filtrate evaporated to remove solvents. The residue is 1-(p-aminophenyl)-3-(4-pyridylmethyl)-2-thiourea.

Workup

  1. additionTo a mixture of 5.76 gms
  2. temperaturerefluxed for 2 to 3 hours
  3. filtrationThe hot reaction mixture is then filtered
  4. customthe filtrate evaporated
  5. customto remove solvents

Sources & evidence

ORD record
ord-4617d9e636d14a8b893fb4e25106fca5
Source dataset
uspto-grants-1978_09
Patent number
US04112100

Reaction notes

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