Thiophosgene → 7-isothiocyanato-3,4-dihydroquinolin-2(1H)-one

HRID 1088919Notes

Reaction equation

HRID 1088919 reaction equation
[NH2:1][C:2]1[CH:11]=[C:10]2[C:5]([CH2:6][CH2:7][C:8](=[O:12])[NH:9]2)=[CH:4][CH:3]=1.[C:13](Cl)(Cl)=[S:14]>O>[N:1]([C:2]1[CH:11]=[C:10]2[C:5]([CH2:6][CH2:7][C:8](=[O:12])[NH:9]2)=[CH:4][CH:3]=1)=[C:13]=[S:14]

Participants

4

Reactant 2

HCID 10040ThiophosgeneHCID 52002427-amino-3,4-dihydro-1H-quinolin-2-one

Product 1

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

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To a suspension containing 5,4 g of 7-amino-3,4-dihydro-2(1H)quinolone in 70 ml of water was added while stirring and cooling (0° C.) 4.0 ml of thiophosgene. Stirring was continued for 45 min at room temperature and product filtered and washed with water. Yield 5.8 g (87%).

Workup

  1. additionwas added
  2. stirringStirring
  3. filtrationproduct filtered
  4. washwashed with water

Sources & evidence

ORD record
ord-e1f3b5d3649d4096a7bf9bf33f86eacd
Source dataset
uspto-grants-1990_10
Patent number
US04963677

Reaction notes

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