p-Methoxyphenylthionophosphine sulfide → Benzo-1,2,3-thiadiazole-7-thiocarboxamide

HRID 1464419Notes

Reaction equation

HRID 1464419 reaction equation
COC1C=CC(P(=S)=[S:10])=CC=1.[S:12]1[C:16]2[C:17]([C:21]([NH2:23])=O)=[CH:18][CH:19]=[CH:20][C:15]=2[N:14]=[N:13]1>C1(C)C=CC=CC=1>[S:12]1[C:16]2[C:17]([C:21](=[S:10])[NH2:23])=[CH:18][CH:19]=[CH:20][C:15]=2[N:14]=[N:13]1

Participants

4

Reactant 2

HCID 16162075p-Methoxyphenylthionophosphine sulfideHCID 22403364Benzo-1,2,3-thiadiazole-7-carboxylic acid amide

Product 1

HCID 19088000Benzo-1,2,3-thiadiazole-7-thiocarboxamideYield 56.4%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

A suspension of 2.42 g of p-methoxyphenylthiono-phosphine sulfide and 1.79 g of benzo-1,2,3-thiadiazole-7-carboxamide in 95 ml of toluene is refluxed under a nitrogen atmosphere for 6 hours. The mixture is then evaporated in vacuo and the residue is suspended in ethyl acetate and filtered off. The filtrate is recrystallized from ethyl acetate/tetrahydrofuran with added active charcoal. 1.1 g of yellow crystals of melting point 129°-131° C. result.

Workup

  1. temperatureis refluxed under a nitrogen atmosphere for 6 hours
  2. customThe mixture is then evaporated in vacuo
  3. filtrationfiltered off
  4. customThe filtrate is recrystallized from ethyl acetate/tetrahydrofuran
  5. additionwith added active charcoal

Sources & evidence

ORD record
ord-3cfeeaf2d5e14e75aa7e2fdc5809c5b1
Source dataset
uspto-grants-1994_04
Patent number
US05304652

Reaction notes

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