HCID 2725231, compound → HCID 22760642, compound

HRID 461145Notes

Reaction equation

HRID 461145 reaction equation
BrCC(C1C=CC(Cl)=C(S(=O)(=O)N)C=1)=O.CNC(NCC1C=NC=CC=1)=S.Br.[Cl:29][C:30]1[CH:35]=[CH:34][C:33]([C:36]2([OH:50])[CH2:40][S:39][C:38](=[N:41][CH2:42][C:43]3[CH:44]=[N:45][CH:46]=[CH:47][CH:48]=3)[N:37]2[CH3:49])=[CH:32][C:31]=1[S:51](=[O:54])(=[O:53])[NH2:52]>>[Cl:29][C:30]1[CH:35]=[CH:34][C:33]([C:36]2([OH:50])[CH2:40][S:39][C:38](=[N:41][CH2:42][C:43]3[CH:44]=[N:45][CH:46]=[CH:47][CH:48]=3)[N:37]2[CH3:49])=[CH:32][C:31]=1[S:51](=[O:54])(=[O:53])[NH2:52]

Participants

4

Reactant 3

HCID 2725231HCID 2725231, compoundHCID 12952390Bromo-4'-chloro-3'-sulfamoylacetophenoneHCID 22760641HCID 22760641, compound

Product 1

HCID 22760642HCID 22760642, compound

Procedure

4.7 g of 2-bromo-4'-chloro-3'-sulfamoylacetophenone and 2.7 g of 1-methyl-3-(3-pyridylmethyl)-thiourea were reacted as prescribed in Example 23, whereupon the 4-(4-chloro-3-sulfamoylphenyl)-3-methyl-2-(3-pyridylmethylimino)-1,3-thiazolidine-4-ol-hydrobromide precipitated in the form of colorless hygroscopic crystals. The substance was rapidly filtered off, introduced into 30 ml of saturated sodium bicarbonate solution while stirring and the end product was crystallized by trituration. Fair yellow crystals melting at 184° C (decomposition).

Workup

  1. customprecipitated in the form of colorless hygroscopic crystals
  2. filtrationThe substance was rapidly filtered off
  3. additionintroduced into 30 ml of saturated sodium bicarbonate solution
  4. customthe end product was crystallized by trituration

Sources & evidence

ORD record
ord-e6e3821ae9e848e484ae35ad1355bab6
Source dataset
uspto-grants-1977_12
Patent number
US04061761

Reaction notes

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