Hydrazine hydrate (1:1) → N-[4-[4-(4-methoxyphenyl)-1-piperazinyl]phenyl]hydrazinecarbothioamide

HRID 2106754Notes

Reaction equation

HRID 2106754 reaction equation
[N:1]([C:4]1[CH:9]=[CH:8][C:7]([N:10]2[CH2:15][CH2:14][N:13]([C:16]3[CH:21]=[CH:20][C:19]([O:22][CH3:23])=[CH:18][CH:17]=3)[CH2:12][CH2:11]2)=[CH:6][CH:5]=1)=[C:2]=[S:3].O.[NH2:25][NH2:26].O1CCOCC1>O>[CH3:23][O:22][C:19]1[CH:20]=[CH:21][C:16]([N:13]2[CH2:14][CH2:15][N:10]([C:7]3[CH:8]=[CH:9][C:4]([NH:1][C:2]([NH:25][NH2:26])=[S:3])=[CH:5][CH:6]=3)[CH2:11][CH2:12]2)=[CH:17][CH:18]=1

Participants

5

Reactant 3

HCID 24654Hydrazine hydrate (1:1)HCID 312751,4-DioxaneHCID 155818991-(4-Isothiocyanatophenyl)-4-(4-methoxyphenyl)piperazine

Product 1

HCID 13368247N-[4-[4-(4-methoxyphenyl)-1-piperazinyl]phenyl]hydrazinecarbothioamideYield 89%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 47.8 parts of 1-(4-isothiocyanatophenyl)-4-(4-methoxyphenyl)piperazine, 100 parts of hydrazine hydrate and 400 parts of 1,4-dioxane was stirred and refluxed for 1 hour. The reaction mixture was cooled and poured into water. The precipitated product was filtered off, washed with water and methanol and dried, yielding 46 parts (89%) of N-[4-[4-(4-methoxyphenyl)-1-piperazinyl]phenyl]hydrazinecarbothioamide (int. 11).

Workup

  1. temperaturerefluxed for 1 hour
  2. temperatureThe reaction mixture was cooled
  3. filtrationThe precipitated product was filtered off
  4. washwashed with water and methanol
  5. customdried

Sources & evidence

ORD record
ord-0a985b8dd8ab4b44bee711633596e7ff
Source dataset
uspto-grants-1990_06
Patent number
US04931444

Reaction notes

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