HCID 13091592, compound → HCID 13091805, compound

HRID 905043Notes

Reaction equation

HRID 905043 reaction equation
[Br:1][CH2:2][C:3]([C:5]1[CH:10]=[CH:9][C:8]([Cl:11])=[C:7]([S:12](=[O:17])(=[O:16])[N:13]([CH3:15])[CH3:14])[CH:6]=1)=[O:4].[OH:18][C:19]1[CH:24]=[CH:23][C:22]([NH:25][C:26]([NH:28][CH3:29])=[S:27])=[CH:21][CH:20]=1>CC(C)=O.C(O)C.C(OCC)(=O)C>[BrH:1].[Cl:11][C:8]1[CH:9]=[CH:10][C:5]([C:3]2([OH:4])[CH2:2][S:27][C:26](=[N:25][C:22]3[CH:23]=[CH:24][C:19]([OH:18])=[CH:20][CH:21]=3)[N:28]2[CH3:29])=[CH:6][C:7]=1[S:12](=[O:17])(=[O:16])[N:13]([CH3:15])[CH3:14]

Participants

6

Reactant 2

HCID 13091592HCID 13091592, compoundHCID 204768462-Bromo-4'-chloro-3'-dimethylsulfamoylacetophenone

Product 1

HCID 13091805HCID 13091805, compound

Reagents, catalysts & solvents 3

HCID 180AcetoneSolvent2×HCID 702EthanolSolvent2×HCID 8857Ethyl AcetateSolvent2×

Procedure

6.8 g (0.02 mole) of 2-bromo-4'-chloro-3'-dimethylsulfamoylacetophenone are dissolved in 60 ml of acetone or 150 ml of ethanol or 50 ml of ethyl acetate and, after addition of a solution of 3.7 g (0.022 mole) of 1-(4-hydroxyphenyl)-3-methyl-thiourea in 60 ml of acetone or 50 ml of ethanol or 100 ml of ethyl acetate, the solution is stirred at room temperature for 1 to 4 hours, the crystals are filtered off and, after washing with a little acetone and ether, dried in a cool stream of air or in vacuo over paraffin shavings. Colorless crystals, m.p. 255°-264° C. with decomposition, by slow heating; m.p. 178°-180° C., by rapid heating.

Workup

  1. filtrationthe crystals are filtered off
  2. washafter washing with a little acetone and ether
  3. dry with materialdried in a cool stream of air or in vacuo over paraffin shavings

Sources & evidence

ORD record
ord-bb9389b93e144ff8a09ab07abc69881d
Source dataset
uspto-grants-1983_12
Patent number
US04421757

Reaction notes

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