Hydrochloric Acid → HCID 70204619, compound

HRID 378816Notes

Reaction equation

HRID 378816 reaction equation
[CH3:1][C:2]1[C:11]([C:12]([OH:14])=[O:13])=[CH:10][C:9]([CH3:15])=[C:8]2[C:3]=1[CH:4]([OH:18])[CH2:5][CH2:6][S:7]2(=[O:17])=[O:16].[C:19](Cl)(=[O:26])[C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1.Cl>N1C=CC=CC=1>[C:19]([O:18][CH:4]1[C:3]2[C:8](=[C:9]([CH3:15])[CH:10]=[C:11]([C:12]([OH:14])=[O:13])[C:2]=2[CH3:1])[S:7](=[O:16])(=[O:17])[CH2:6][CH2:5]1)(=[O:26])[C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 7412Benzoyl chlorideHCID 70244361HCID 70244361, compound

Product 1

HCID 70204619HCID 70204619, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

1.0 g (4.1 mmol) of 5,8-dimethyl-4-hydroxy-1,1-dioxo-1,2,3,4-tetrahydro-1λ6-thiochromene-6-carboxylic acid, 0.58 g (4.1 mmol) of benzoyl chloride and a spatula tip of N,N-4-dimethylaminopyridine was stirred in 10 ml of pyridine overnight. The mixture was subsequently poured onto 5 M HCl in crushed ice and extracted with ethyl acetate. The organic phase was washed with 1 M HCl (2×20 ml) and sat. NaCl solution (2×40 ml), dried over MgSO4 and concentrated using a rotary evaporator.

Workup

  1. extractionextracted with ethyl acetate
  2. washThe organic phase was washed with 1 M HCl (2×20 ml) and sat. NaCl solution (2×40 ml)
  3. dry with materialdried over MgSO4
  4. concentrationconcentrated
  5. customa rotary evaporator

Sources & evidence

ORD record
ord-3e1bcf8da14b42f884ec76ed93af3c69
Source dataset
uspto-grants-2001_10
Patent number
US06297196B1

Reaction notes

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