2-Amino-2-methyl-1-propanol → N-(2-hydroxy-1,1-dimethylethyl)-N'-[4-[4-(4-methoxyphenyl)-1-piperazinyl]phenyl]thiourea

HRID 2106751Notes

Reaction equation

HRID 2106751 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].[NH2:24][C:25]([CH3:29])([CH3:28])[CH2:26][OH:27]>ClCCl>[OH:27][CH2:26][C:25]([NH:24][C:2]([NH: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)=[S:3])([CH3:29])[CH3:28]

Participants

4

Reactant 2

HCID 118072-Amino-2-methyl-1-propanolHCID 155818991-(4-Isothiocyanatophenyl)-4-(4-methoxyphenyl)piperazine

Product 1

HCID 15125467N-(2-hydroxy-1,1-dimethylethyl)-N'-[4-[4-(4-methoxyphenyl)-1-piperazinyl]phenyl]thioureaYield 91.9%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A mixture of 10 parts of 1-(4-isothiocyanatophenyl)-4-(4-methoxyphenyl)piperazine, 3 parts of 2-amino-2-methyl-1-propanol and 260 parts of dichloromethane was stirred overnight at room temperature. The precipitated product was filtered off, washed with dichloromethane and 2-propanone and dried, yielding 11.7 parts (91.9%) of N-(2-hydroxy-1,1-dimethylethyl)-N'-[4-[4-(4-methoxyphenyl)-1-piperazinyl]phenyl]thiourea; mp. 221.6° C. (int. 7).

Workup

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

Sources & evidence

ORD record
ord-77a617dad3644fee895223b201f429ee
Source dataset
uspto-grants-1990_06
Patent number
US04931444

Reaction notes

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