Ammonia → N-[4-[4-(4-methoxyphenyl)-1-piperazinyl]phenyl]thiourea

HRID 2106746Notes

Reaction equation

HRID 2106746 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].ClCCl.[NH3:27]>CO>[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]([NH2:27])=[S:3])=[CH:5][CH:6]=3)[CH2:11][CH2:12]2)=[CH:17][CH:18]=1

Participants

5

Reactant 3

HCID 222AmmoniaHCID 6344DichloromethaneHCID 155818991-(4-Isothiocyanatophenyl)-4-(4-methoxyphenyl)piperazine

Product 1

HCID 15125461N-[4-[4-(4-methoxyphenyl)-1-piperazinyl]phenyl]thioureaYield 98.1%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a stirred solution of 20 parts of 1-(4-isothiocyanatophenyl)-4-(4-methoxyphenyl)piperazine in 325 parts of dichloromethane were added 40 parts of methanol, saturated with ammonia. The reaction mixture was stirred for 5 days at room temperature. The precipitated product was filtered off, washed with dichloromethane and dried, yielding 20.5 parts (98.1%) of N-[4-[4-(4-methoxyphenyl)-1-piperazinyl]phenyl]thiourea; mp. 265.2° C. (int. 1).

Workup

  1. filtrationThe precipitated product was filtered off
  2. washwashed with dichloromethane
  3. customdried

Sources & evidence

ORD record
ord-298898201f9a412dbcdb80aaebf3b063
Source dataset
uspto-grants-1990_06
Patent number
US04931444

Reaction notes

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