Water → 7-[3(4-Acetamidophenyl)thioureido]-3,4-dihydro-2(1H)quinolone

HRID 1088921Notes

Reaction equation

HRID 1088921 reaction equation
[C:1]([NH:4][C:5]1[CH:10]=[CH:9][C:8]([N:11]=[C:12]=[S:13])=[CH:7][CH:6]=1)(=[O:3])[CH3:2].[NH2:14][C:15]1[CH:24]=[C:23]2[C:18]([CH2:19][CH2:20][C:21](=[O:25])[NH:22]2)=[CH:17][CH:16]=1.O>CN(C=O)C>[C:1]([NH:4][C:5]1[CH:10]=[CH:9][C:8]([NH:11][C:12](=[S:13])[NH:14][C:15]2[CH:24]=[C:23]3[C:18]([CH2:19][CH2:20][C:21](=[O:25])[NH:22]3)=[CH:17][CH:16]=2)=[CH:7][CH:6]=1)(=[O:3])[CH3:2]

Participants

5

Reactant 3

HCID 962WaterHCID 2772285N-(4-isothiocyanatophenyl)acetamideHCID 52002427-amino-3,4-dihydro-1H-quinolin-2-one

Product 1

HCID 157190207-[3(4-Acetamidophenyl)thioureido]-3,4-dihydro-2(1H)quinoloneYield 85%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
20 °C

Procedure

A mixture containing 1.92 g of 4-acetamidophenylisothiocyanate and 1.62 g of 7-amino-3,4-dihydro-2(1H)quinolone in 10 ml of DMF was stirred for 6 h at 20° C. Water was added and the product filtered and washed with water. Yield 85%.

Workup

  1. filtrationthe product filtered
  2. washwashed with water

Sources & evidence

ORD record
ord-c539ff4220024e15ab4d4d2d168d4970
Source dataset
uspto-grants-1990_10
Patent number
US04963677

Reaction notes

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