Ethanol → 3-[4-(4-Chlorobenzyl)-2,5-dimethylpiperazin-1-yl]propanethiol dihydrochloride

HRID 3811

Reaction equation

HRID 3811 reaction equation
NC(N)=[S:3].[Cl:5][C:6]1[CH:24]=[CH:23][C:9]([CH2:10][N:11]2[CH2:16][CH:15]([CH3:17])[N:14]([CH2:18][CH2:19][CH2:20]Cl)[CH2:13][CH:12]2[CH3:22])=[CH:8][CH:7]=1.C(O)C.[OH-].[Na+]>O>[ClH:5].[ClH:5].[Cl:5][C:6]1[CH:24]=[CH:23][C:9]([CH2:10][N:11]2[CH:12]([CH3:22])[CH2:13][N:14]([CH2:18][CH2:19][CH2:20][SH:3])[CH:15]([CH3:17])[CH2:16]2)=[CH:8][CH:7]=1

Participants

6

Reactant 4

HCID 702EthanolHCID 14798Sodium HydroxideHCID 2723790ThioureaHCID 201531901-(4-Chlorobenzyl)-2,5-dimethyl-4-(3-chloropropyl)piperazine

Product 1

HCID 201531723-[4-(4-Chlorobenzyl)-2,5-dimethylpiperazin-1-yl]propanethiol dihydrochlorideYield 249.9%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

The procedure described in Example 1(b) was followed, using 12.7 g of thiourea and 26.0 g of 1-(4-chlorobenzyl)-2,5-dimethyl-4-(3-chloropropyl)piperazine in 250 ml of reagent ethanol. The hydrolysis was effected with 10.0 g of sodium hydroxide in 50 ml of water. Work-up, as described above, gave 26.5 g (83% of theory) of 3-[4-(4-chlorobenzyl)-2,5-dimethylpiperazin-1-yl]propanethiol dihydrochloride as a white crystalline solid, M.p. 168°-171° C.

Sources & evidence

ORD record
ord-ac25165bc3e44b80977c05d9becefbc7
Source dataset
uspto-grants-1988_02
Patent number
US04722926

Linked notes

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