N,N'-Diethylthiourea → 3-Ethyl-2-ethylimino-4-(4-methyl-3-sulfamoylphenyl)-1,3-thiazolidine-4-ol-hydrochloride

HRID 461156

Reaction equation

HRID 461156 reaction equation
[Cl:1][CH2:2][C:3]([C:5]1[CH:10]=[CH:9][C:8]([CH3:11])=[C:7]([S:12](=[O:15])(=[O:14])[NH2:13])[CH:6]=1)=[O:4].[CH2:16]([NH:18][C:19]([NH:21][CH2:22][CH3:23])=[S:20])[CH3:17]>C(OC(C)C)(C)C>[ClH:1].[CH2:22]([N:21]1[C:3]([C:5]2[CH:10]=[CH:9][C:8]([CH3:11])=[C:7]([S:12](=[O:15])(=[O:14])[NH2:13])[CH:6]=2)([OH:4])[CH2:2][S:20][C:19]1=[N:18][CH2:16][CH3:17])[CH3:23]

Participants

4

Reactant 2

HCID 2735009N,N'-DiethylthioureaHCID 136287832-Chloro-4'-methyl-3'-sulfamoylacetophenone

Product 1

HCID 227604333-Ethyl-2-ethylimino-4-(4-methyl-3-sulfamoylphenyl)-1,3-thiazolidine-4-ol-hydrochloride

Reagents, catalysts & solvents 1

HCID 7914Diisopropyl EtherSolvent

Procedure

5 g of 2-chloro-4'-methyl-3'-sulfamoylacetophenone and 2.7 g of 1,3-diethylthiourea were reacted as prescribed in Example 12. After addition of 200 ml of diisopropyl ether the solvent was decanted and the oily end product was crystallized under ethyl acetate heated to 40° to 50° C. Colorless solid body, melting point: 160° C (decomposition).

Workup

  1. customwas decanted
  2. customthe oily end product was crystallized under ethyl acetate
  3. temperatureheated to 40° to 50° C

Sources & evidence

ORD record
ord-31fcc2290c774320bcc607a62f00ec11
Source dataset
uspto-grants-1977_12
Patent number
US04061761

Linked notes

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