p-Toluenesulfonyl isocyanate → HCID 13023179, compound

HRID 1439783Notes

Reaction equation

HRID 1439783 reaction equation
[C:1]([NH:5][C:6](=[S:23])[NH:7][C:8]1[CH:9]=[C:10]([CH:19]=[CH:20][C:21]=1[NH2:22])[C:11]([C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1)=[O:12])([O:3][CH3:4])=[O:2].[C:24]1([CH3:36])[CH:29]=[CH:28][C:27]([S:30]([N:33]=[C:34]=[O:35])(=[O:32])=[O:31])=[CH:26][CH:25]=1>CC(C)=O>[C:1]([NH:5][C:6](=[S:23])[NH:7][C:8]1[CH:9]=[C:10]([CH:19]=[CH:20][C:21]=1[NH:22][C:34]([NH:33][S:30]([C:27]1[CH:28]=[CH:29][C:24]([CH3:36])=[CH:25][CH:26]=1)(=[O:32])=[O:31])=[O:35])[C:11]([C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1)=[O:12])([O:3][CH3:4])=[O:2]

Participants

4

Reactant 2

HCID 77703p-Toluenesulfonyl isocyanateHCID 30369724-Amino-3-(3'-methoxycarbonyl-2'-thioureido)benzophenone

Product 1

HCID 13023179HCID 13023179, compoundYield 29%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Conditions

Temperature
50 °C

Procedure

To a suspension of 3-(3-carbomethoxythioureido)-4-aminobenzophenone (1.0 g.; 0.00304 mole) in acetone (5 ml.) is added p-toluenesulfonyl isocyanate (0.6 g.; 0.00304 mole). The suspension is heated to 50° C. and vacuum filtered. The precipitate is washed with acetone and ether and then dried to afford 0.4 g. (29% yield) of 3-(3-carbomethoxythioureido)-4-(3-p-toluenesulfonylureido)benzophenone, m.p. 191°-192° C., dec.

Workup

  1. filtrationvacuum filtered
  2. washThe precipitate is washed with acetone and ether
  3. customdried
  4. customto afford 0.4 g

Sources & evidence

ORD record
ord-caf62f7f3d154c5090d868815078d204
Source dataset
uspto-grants-1977_11
Patent number
US04060636

Reaction notes

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