Sodium Hydroxide → HCID 12952797, compound

HRID 1995076Notes

Reaction equation

HRID 1995076 reaction equation
Br.Br.[N:3]1([C:9]2[CH:14]=[CH:13][C:12]([OH:15])=[CH:11][CH:10]=2)[CH2:8][CH2:7][NH:6][CH2:5][CH2:4]1.[N:16]([CH2:19][CH:20]([O:23][CH3:24])[O:21][CH3:22])=[C:17]=[S:18].[OH-].[Na+]>CO>[CH3:22][O:21][CH:20]([O:23][CH3:24])[CH2:19][NH:16][C:17]([N:6]1[CH2:5][CH2:4][N:3]([C:9]2[CH:10]=[CH:11][C:12]([OH:15])=[CH:13][CH:14]=2)[CH2:8][CH2:7]1)=[S:18]

Participants

5

Reactant 3

HCID 14798Sodium HydroxideHCID 144710Isothiocyanatoacetaldehyde dimethyl acetalHCID 2723591p-(1-Piperazinyl)phenol dihydrobromide

Product 1

HCID 12952797HCID 12952797, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A mixture of 10.8 parts of 4-(1-piperazinyl)phenol dihydrobromide, 2.6 parts of 2-isothiocyanato-1,1-dimethoxyethane and 54 parts of methanol is stirred and refluxed for 30 minutes. Then there are added 4.7 parts of sodium hydroxide and the whole is stirred overnight at room temperature. The precipitated product is filtered off and crystallized from 4-methyl-2-pentanone, yielding 4.9 parts of N-(2,2-dimethoxyethyl)-4-(4-hydroxyphenyl)-1-piperazinecarbothioamide; mp. 161.4° C.

Workup

  1. temperaturerefluxed for 30 minutes
  2. stirringthe whole is stirred overnight at room temperature
  3. filtrationThe precipitated product is filtered off
  4. customcrystallized from 4-methyl-2-pentanone

Sources & evidence

ORD record
ord-21c65d1c551c453baec6fc3c3f3f3f43
Source dataset
uspto-grants-1983_09
Patent number
US04402957

Reaction notes

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