Acetyl isothiocyanate → 3-(3-Acetylthioureido)-4-aminobenzophenone

HRID 1439782Notes

Reaction equation

HRID 1439782 reaction equation
[NH2:1][C:2]1[CH:3]=[C:4]([CH:13]=[CH:14][C:15]=1[NH2:16])[C:5]([C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1)=[O:6].[C:17]([N:20]=[C:21]=[S:22])(=[O:19])[CH3:18]>C(OCC)C>[C:17]([NH:20][C:21](=[S:22])[NH:1][C:2]1[CH:3]=[C:4]([CH:13]=[CH:14][C:15]=1[NH2:16])[C:5]([C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1)=[O:6])(=[O:19])[CH3:18]

Participants

4

Reactant 2

HCID 128851Acetyl isothiocyanateHCID 1355203,4-Diaminobenzophenone

Product 1

HCID 130231783-(3-Acetylthioureido)-4-aminobenzophenoneYield 85%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

To a stirred solution of 3,4-diaminobenzophenone (8.48 g.; 0.04 mole) in ethyl ether (1.0 L.) there is added dropwise acetyl isothiocyanate (4.04 g.; 0.04 mole). The solution is stirred at room temperature for two hours and a precipitate collected by filtration and dried to afford 10.7 g. (85% yield) of 3-(3-acetylthioureido)-4-aminobenzophenone, m.p. 211° C., dec.

Workup

  1. filtrationa precipitate collected by filtration
  2. customdried
  3. customto afford 10.7 g

Sources & evidence

ORD record
ord-02660629ce50484bb21c49b4d70c9610
Source dataset
uspto-grants-1977_11
Patent number
US04060636

Reaction notes

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