Lawesson's reagent → HCID 15056851, compound

HRID 1165480Notes

Reaction equation

HRID 1165480 reaction equation
[CH3:1][O:2][C:3]([C:5]1[CH:21]=[CH:20][C:8]([C:9]([NH:11][C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=2[O:18][CH3:19])=O)=[CH:7][CH:6]=1)=[O:4].COC1C=CC(P2(SP(C3C=CC(OC)=CC=3)(=S)S2)=[S:31])=CC=1>C1(C)C=CC=CC=1>[CH3:1][O:2][C:3]([C:5]1[CH:21]=[CH:20][C:8]([C:9](=[S:31])[NH:11][C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=2[O:18][CH3:19])=[CH:7][CH:6]=1)=[O:4]

Participants

4

Reactant 2

HCID 87949Lawesson's reagentHCID 14424737HCID 14424737, compound2×

Product 1

HCID 15056851HCID 15056851, compoundYield 96.6%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

The 4-methoxycarbonyl-2'-methoxybenzanilide (123.2 g) obtained in (1) was dissolved in 400 ml of toluene, and 96.1 g of Lawesson's reagent was added. The mixture was refluxed for 2 hours. After the reaction, the reaction mixture was hot-filtered. The filtrate was left to stand until it cooled to room temperature. The precipitated crystals were collected by filtration and washed with a small amount of benzene to give 69.2 g of 4-methoxycarbonyl-2'-methoxybenzothioanilide.

Workup

  1. temperatureThe mixture was refluxed for 2 hours
  2. customAfter the reaction
  3. filtrationthe reaction mixture was hot-filtered
  4. waitThe filtrate was left
  5. filtrationThe precipitated crystals were collected by filtration
  6. washwashed with a small amount of benzene

Sources & evidence

ORD record
ord-1e1ba92979014ee68b1f493496e99541
Source dataset
uspto-grants-1990_03
Patent number
US04910211

Reaction notes

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