Acetyl isothiocyanate → HCID 13023177, compound

HRID 1439781Notes

Reaction equation

HRID 1439781 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]([N:27]=[C:28]=[S:29])(=[O:26])[CH3:25]>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:28]([NH:27][C:24](=[O:26])[CH3:25])=[S:29])[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 128851Acetyl isothiocyanateHCID 30369724-Amino-3-(3'-methoxycarbonyl-2'-thioureido)benzophenone

Product 1

HCID 13023177HCID 13023177, compoundYield 54%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

To a suspension of 3-(3-carbomethoxythioureido)-4-aminobenzophenone (1.2 g.; 0.0036 mole) in acetone (15 ml.) is added acetyl isothiocyanate (0.37 g.; 0.0036 mole). The reaction mixture is heated to reflux and then allowed to stand at room temperature for 18 hours. The product is collected by filtration, washed successively to afford 0.85 g. (54% yield) of 3-(3-carbomethoxythioureido)-4-(3-acetylthioureido)benzophenone, m.p. 210° C., dec.

Workup

  1. temperatureThe reaction mixture is heated
  2. temperatureto reflux
  3. filtrationThe product is collected by filtration
  4. washwashed successively
  5. customto afford 0.85 g

Sources & evidence

ORD record
ord-f4bd53ad8f0e437d9f29edfe8a006ed8
Source dataset
uspto-grants-1977_11
Patent number
US04060636

Reaction notes

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