N,N'-Diethylthiourea → 3-Ethyl-2-ethylimino-4-(3,4-dichloro-5-sulfamoylphenyl)-1,3-thiazolidine-4-ol-hydrochloride

HRID 460814Notes

Reaction equation

HRID 460814 reaction equation
[Cl:1][CH2:2][C:3]([C:5]1[CH:10]=[C:9]([S:11](=[O:14])(=[O:13])[NH2:12])[C:8]([Cl:15])=[C:7]([Cl:16])[CH:6]=1)=[O:4].[CH2:17]([NH:19][C:20]([NH:22][CH2:23][CH3:24])=[S:21])[CH3:18]>CO>[ClH:1].[CH2:23]([N:22]1[C:3]([C:5]2[CH:10]=[C:9]([S:11](=[O:14])(=[O:13])[NH2:12])[C:8]([Cl:15])=[C:7]([Cl:16])[CH:6]=2)([OH:4])[CH2:2][S:21][C:20]1=[N:19][CH2:17][CH3:18])[CH3:24]

Participants

4

Reactant 2

HCID 2735009N,N'-DiethylthioureaHCID 227564452,3',4'-Trichloro-5'-sulfamoylacetophenone

Product 1

HCID 213947273-Ethyl-2-ethylimino-4-(3,4-dichloro-5-sulfamoylphenyl)-1,3-thiazolidine-4-ol-hydrochloride

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

6 g of 2,3',4'-trichloro-5'-sulfamoyl-acetophenone and 2,6 g of 1,3-diethyl-thiourea were heated for 15 minutes to 40° C in 40 ml of methanol, the 3-ethyl-2-ethylimino-4-ol-hydrochloride was precipitated with 200 ml of diisopropyl ether and crystallized from ethyl acetate.

Workup

  1. customthe 3-ethyl-2-ethylimino-4-ol-hydrochloride was precipitated with 200 ml of diisopropyl ether
  2. customcrystallized from ethyl acetate

Sources & evidence

ORD record
ord-215352d7e0b94c54832cb82d4d19c6e4
Source dataset
uspto-grants-1977_12
Patent number
US04061647

Reaction notes

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