N,N'-Dimethylthiourea → 4-(2,4-Dichloro-5-sulfamoylphenyl)-3-methyl-2-methylimino-1,3-thiazolidine-4-ol-hydrobromide

HRID 460818Notes

Reaction equation

HRID 460818 reaction equation
[Br:1][CH2:2][C:3]([C:5]1[CH:10]=[C:9]([S:11](=[O:14])(=[O:13])[NH2:12])[C:8]([Cl:15])=[CH:7][C:6]=1[Cl:16])=[O:4].[CH3:17][NH:18][C:19]([NH:21][CH3:22])=[S:20]>CO>[BrH:1].[Cl:16][C:6]1[CH:7]=[C:8]([Cl:15])[C:9]([S:11](=[O:14])(=[O:13])[NH2:12])=[CH:10][C:5]=1[C:3]1([OH:4])[CH2:2][S:20][C:19](=[N:18][CH3:17])[N:21]1[CH3:22]

Participants

4

Reactant 2

HCID 2723631N,N'-DimethylthioureaHCID 227564292-Bromo-2',4'-dichloro-5'-sulfamoylacetophenone

Product 1

HCID 213947684-(2,4-Dichloro-5-sulfamoylphenyl)-3-methyl-2-methylimino-1,3-thiazolidine-4-ol-hydrobromide

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

7 g of 2-bromo-2',4'-dichloro-5'-sulfamoyl-acetophenone and 2.5 g of 1,3-dimethyl-thiourea were allowed to react for 20 hours in 50 ml of methanol, the precipitate of 4-(2,4-dichloro-5-sulfamoylphenyl)-3-methyl-2-methylimino-1,3-thiazolidine-4-ol-hydrobromide was filtered off and washed with acetone.

Workup

  1. filtrationthe precipitate of 4-(2,4-dichloro-5-sulfamoylphenyl)-3-methyl-2-methylimino-1,3-thiazolidine-4-ol-hydrobromide was filtered off
  2. washwashed with acetone

Sources & evidence

ORD record
ord-d4d49049e65441a2a335dec4854cbd62
Source dataset
uspto-grants-1977_12
Patent number
US04061647

Reaction notes

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