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

HRID 1088920Notes

Reaction equation

HRID 1088920 reaction equation
[N:1]([C:4]1[CH:13]=[C:12]2[C:7]([CH2:8][CH2:9][C:10](=[O:14])[NH:11]2)=[CH:6][CH:5]=1)=[C:2]=[S:3].[C:15]([NH:18][C:19]1[CH:25]=[CH:24][C:22]([NH2:23])=[CH:21][CH:20]=1)(=[O:17])[CH3:16]>C1COCC1>[C:15]([NH:18][C:19]1[CH:25]=[CH:24][C:22]([NH:23][C:2](=[S:3])[NH:1][C:4]2[CH:13]=[C:12]3[C:7]([CH2:8][CH2:9][C:10](=[O:14])[NH:11]3)=[CH:6][CH:5]=2)=[CH:21][CH:20]=1)(=[O:17])[CH3:16]

Participants

4

Reactant 2

HCID 312304-AminoacetanilideHCID 157190197-isothiocyanato-3,4-dihydroquinolin-2(1H)-one

Product 1

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

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A solution containing 0.8 g of 7-isothiocyanato-3,4-dihydro-2(1H)quinolone and 0.59 g of 4-acetamidoaniline in 10 ml of THF was stirred for 5 h at room temperature. The product was filtered, dried and used as such to the next step. Yield 0.45 g (32%).

Workup

  1. filtrationThe product was filtered
  2. customdried

Sources & evidence

ORD record
ord-eb750161276e45c4b9a1cefd5263a14e
Source dataset
uspto-grants-1990_10
Patent number
US04963677

Reaction notes

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