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

HRID 1703895Notes

Reaction equation

HRID 1703895 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., γ C=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-c8c281ebc63a425fad5934f68f76f412
Source dataset
uspto-grants-1978_11
Patent number
US04125614

Reaction notes

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