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

HRID 461166Notes

Reaction equation

HRID 461166 reaction equation
[Cl:1][CH2:2][C:3]([C:5]1[CH:10]=[CH:9][CH:8]=[C:7]([S:11](=[O:14])(=[O:13])[NH2:12])[CH:6]=1)=[O:4].[CH2:15]([NH:17][C:18]([NH:20][CH2:21][CH3:22])=[S:19])[CH3:16]>C(OC(C)C)(C)C>[ClH:1].[CH2:21]([N:20]1[C:3]([C:5]2[CH:10]=[CH:9][CH:8]=[C:7]([S:11](=[O:14])(=[O:13])[NH2:12])[CH:6]=2)([OH:4])[CH2:2][S:19][C:18]1=[N:17][CH2:15][CH3:16])[CH3:22]

Participants

4

Reactant 2

HCID 2735009N,N'-DiethylthioureaHCID 220071722-Chloro-3'-sulfamoylacetophenone

Product 1

HCID 227605973-Ethyl-2-ethylimino-4-(3-sulfamoylphenyl)-1,3-thiazolidine-4-ol-hydrochloride

Reagents, catalysts & solvents 1

HCID 7914Diisopropyl EtherSolvent

Procedure

3.5 g of 2-chloro-3'-sulfamoylacetophenone and 2.1 g of ground 1,3-diethylthiourea were reacted as prescribed in Example 12. 150 ml of diisopropyl ether were added, the solvent was decanted and the amorphous end product was crystallized under ethyl acetate. Colorless solid body, decomposition beginning at 80° C, γC=N 1615 cm-1.

Workup

  1. customthe solvent was decanted
  2. customthe amorphous end product was crystallized under ethyl acetate
  3. customat 80° C

Sources & evidence

ORD record
ord-10c0de4da786487f8a2f1f13385209ba
Source dataset
uspto-grants-1977_12
Patent number
US04061761

Reaction notes

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