Phosgene → 5-Methoxy-1,3-dimethyl-1H-pyrazole-4-sulfonyl isocyanate

HRID 1031339Notes

Reaction equation

HRID 1031339 reaction equation
C(N[C:6]([NH:8][S:9]([C:12]1[C:13]([CH3:20])=[N:14][N:15]([CH3:19])[C:16]=1[O:17][CH3:18])(=[O:11])=[O:10])=[O:7])CCC.C(Cl)(Cl)=O>C1C=CC=CC=1>[CH3:19][N:15]1[C:16]([O:17][CH3:18])=[C:12]([S:9]([N:8]=[C:6]=[O:7])(=[O:11])=[O:10])[C:13]([CH3:20])=[N:14]1

Participants

4

Reactant 2

HCID 6371PhosgeneHCID 15136926HCID 15136926, compound

Product 1

HCID 151369275-Methoxy-1,3-dimethyl-1H-pyrazole-4-sulfonyl isocyanate

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent2×

Procedure

Into a mixture of 100 ml of dry benzene and 9.12 g (0.03 mol) of N-(n-butylcarbamoyl)-1,3-dimethyl-5-methoxypyrazole-4-sulfonamide, under reflux, 8.9 g (0.09 mol) of phosgene was passed over 1.5 hours. Then, the reaction mixture was further refluxed for 30 minutes. After completion of the reaction, evaporation of benzene under reduced pressure gave crude 1,3-dimethyl-5-methoxypyrazole-4-sulfonyl isocyanate as an oil.

Workup

  1. temperatureunder reflux
  2. temperatureThen, the reaction mixture was further refluxed for 30 minutes

Sources & evidence

ORD record
ord-87227b483cfb47a9a645fd5019fe34ee
Source dataset
uspto-grants-1990_09
Patent number
US04954164

Reaction notes

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