Water → HCID 18509295, compound

HRID 1356683Notes

Reaction equation

HRID 1356683 reaction equation
Cl.[O:2]([NH2:4])[CH3:3].[Cl:5][C:6]1[N:10]([CH3:11])[N:9]=[C:8]([CH3:12])[C:7]=1[S:13](Cl)(=[O:15])=[O:14].O>N1C=CC=CC=1.C(#N)C>[Cl:5][C:6]1[N:10]([CH3:11])[N:9]=[C:8]([CH3:12])[C:7]=1[S:13]([NH:4][O:2][CH3:3])(=[O:14])=[O:15]

Participants

6

Reactant 3

HCID 962WaterHCID 521874O-Methylhydroxylamine hydrochlorideHCID 27771265-chloro-1,3-dimethyl-1H-pyrazole-4-sulfonyl chloride

Product 1

HCID 18509295HCID 18509295, compoundYield 72%

Reagents, catalysts & solvents 2

HCID 1049PyridineSolventHCID 6342AcetonitrileSolvent

Procedure

Methoxylamine hydrochloride (0.90 g (10.8 mmol) was suspended in pyridine (2.0 ml). To this, under cooling with ice and with stirring, a solution of 5-chloro-1,3-dimethyl-4-pyrazolesulfonyl chloride (2.29 g (10.0 mmol)) in acetonitrile (2.0 ml) was added dropwise, and the mixture was stirred under cooling with ice for one hour and at room temperature for one hour. Water (50.0 ml) was added to bring about separation of crystals. The crystals were filtered and washed with water, dried, and subjected to silica gel column chromatography with ethyl acetate-hexane (1:1) as eluent to give 1.72 g (72%) of 5-chloro-1,3-dimethyl-N-methoxy-4-pyrazolesulfonamide as white crystals.

Workup

  1. temperatureTo this, under cooling with ice
  2. stirringthe mixture was stirred
  3. customto bring about separation of crystals
  4. filtrationThe crystals were filtered
  5. washwashed with water
  6. customdried

Sources & evidence

ORD record
ord-41f6f55bdbb449938a03e11fd1e4d119
Source dataset
uspto-grants-2003_07
Patent number
US06586617B1

Reaction notes

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