1-Methyl-3-phenylthiourea → 4-(4-Chloro-3-sulfamoylphenyl)-3-methyl-2-phenyliminothiazolidin-4-ol hydrobromide

HRID 67780

Reaction equation

HRID 67780 reaction equation
[Br:1][CH2:2][C:3]([C:5]1[CH:10]=[CH:9][C:8]([Cl:11])=[C:7]([S:12](=[O:15])(=[O:14])[NH2:13])[CH:6]=1)=[O:4].[CH3:16][NH:17][C:18](=[S:26])[NH:19][C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1>CC(C)=O>[BrH:1].[Cl:11][C:8]1[CH:9]=[CH:10][C:5]([C:3]2([OH:4])[CH2:2][S:26][C:18](=[N:19][C:20]3[CH:21]=[CH:22][CH:23]=[CH:24][CH:25]=3)[N:17]2[CH3:16])=[CH:6][C:7]=1[S:12](=[O:15])(=[O:14])[NH2:13]

Participants

4

Reactant 2

HCID 6982941-Methyl-3-phenylthioureaHCID 12952390Bromo-4'-chloro-3'-sulfamoylacetophenone

Product 1

HCID 205272044-(4-Chloro-3-sulfamoylphenyl)-3-methyl-2-phenyliminothiazolidin-4-ol hydrobromide

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent2×

Procedure

A solution of 3.13 g (0.01 mole) of 2-bromo-4'-chloro-3'-sulfamoylacetophenone in 50 ml of acetone is added to a solution of 1.66 g (0.01 mole) of 3-methyl-1-phenylthiourea in 100 ml of acetone, whilst stirring with a magnetic stirrer; during this addition the reaction temperature should not rise above 30° C. After stirring for 5 hours at room temperature, the crystals are filtered off. Melting point 164° C. (with decomposition).

Workup

  1. additionduring this addition the reaction temperature should not
  2. customrise above 30° C
  3. stirringAfter stirring for 5 hours at room temperature
  4. filtrationthe crystals are filtered off

Sources & evidence

ORD record
ord-26948c1cc814490585fe6a8ee4e52ee8
Source dataset
uspto-grants-1982_08
Patent number
US04346088

Linked notes

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