HCID 2725231, compound → HCID 22760642, compound

HRID 1703875Notes

Reaction equation

HRID 1703875 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-87c5ee641704438e9464bad352d11b6e
Source dataset
uspto-grants-1978_11
Patent number
US04125614

Reaction notes

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