Diethyl Ether → 4-(4-Chloro-3-sulfamoylphenyl)-3-propyl-2-propylimino-1,3-thiazolidine-4-ol-hydrochloride

HRID 461113Notes

Reaction equation

HRID 461113 reaction equation
[Cl:1][CH2:2][C:3]([C:5]1[CH:10]=[CH:9][C:8]([Cl:11])=[C:7]([S:12](=[O:15])(=[O:14])[NH2:13])[CH:6]=1)=[O:4].[CH2:16]([NH:19][C:20]([NH:22][CH2:23][CH2:24][CH3:25])=[S:21])[CH2:17][CH3:18].C(OCC)C>CO>[ClH:1].[Cl:11][C:8]1[CH:9]=[CH:10][C:5]([C:3]2([OH:4])[CH2:2][S:21][C:20](=[N:19][CH2:16][CH2:17][CH3:18])[N:22]2[CH2:23][CH2:24][CH3:25])=[CH:6][C:7]=1[S:12](=[O:15])(=[O:14])[NH2:13]

Participants

5

Reactant 3

HCID 3283Diethyl EtherHCID 28012141,3-Dipropyl-2-thioureaHCID 213167492,4'-Dichloro-3'-sulfamoylacetophenone

Product 1

HCID 227605014-(4-Chloro-3-sulfamoylphenyl)-3-propyl-2-propylimino-1,3-thiazolidine-4-ol-hydrochloride

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

5.3 g of 2,4'-dichloro-3'-sulfamoylacetophenone and 3.2 g of ground 1,3-dipropylthio urea were heated in 45 ml of methanol for 5 minutes to 50° C and stirred for another 30 minutes at room temperature. After pouring the reaction mixture into 120 ml of diethyl ether the end product was obtained as a visquous mass which crystallized under mild heating rapidly with ether. Colorless solid body: melting point: 175° C (decomposition).

Workup

  1. customwas obtained as a visquous mass which
  2. customcrystallized
  3. temperatureunder mild heating rapidly with ether

Sources & evidence

ORD record
ord-7b162885e9c340e1a7fa2adcafa1aa7b
Source dataset
uspto-grants-1977_12
Patent number
US04061761

Reaction notes

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