Quipazine → N-Ethyl-4-(quinolin-2-yl)piperazine-1-carbothioamide

HRID 544488Notes

Reaction equation

HRID 544488 reaction equation
[N:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][C:2]=1[N:11]1[CH2:16][CH2:15][NH:14][CH2:13][CH2:12]1.[CH2:17]([N:19]=[C:20]=[S:21])[CH3:18]>CCOCC>[CH2:17]([NH:19][C:20]([N:14]1[CH2:15][CH2:16][N:11]([C:2]2[CH:3]=[CH:4][C:5]3[C:10](=[CH:9][CH:8]=[CH:7][CH:6]=3)[N:1]=2)[CH2:12][CH2:13]1)=[S:21])[CH3:18]

Participants

4

Reactant 2

HCID 5011QuipazineHCID 10966Ethyl isothiocyanate

Product 1

HCID 13318697N-Ethyl-4-(quinolin-2-yl)piperazine-1-carbothioamide

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

To a slurry of 4.26 g. of 1-(2-quinolinyl)piperazine in 30 ml. of anhydrousether is added dropwise a solution of 1.74 g. of ethyl isothiocyanate in 30ml. of anhydrous ether. The mixture is stirred for one hour and the resulting solid is collected and recrystallized from 150 ml. of ethanol, giving 4.43 g. of the desired product as a white crystalline solid, m.p. 193°-195° C.

Workup

  1. additionof anhydrousether is added dropwise a solution of 1.74 g
  2. customthe resulting solid is collected
  3. customrecrystallized from 150 ml
  4. customof ethanol, giving 4.43 g

Sources & evidence

ORD record
ord-326458202523403b945fdb1e247f5272
Source dataset
uspto-grants-1984_05
Patent number
US04450272

Reaction notes

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