Water → HCID 15008723, compound

HRID 1356648Notes

Reaction equation

HRID 1356648 reaction equation
[O:1]([NH2:3])[CH3:2].[C:4]1([CH3:14])[CH:9]=[CH:8][C:7]([S:10](Cl)(=[O:12])=[O:11])=[CH:6][CH:5]=1.O>N1C=CC=CC=1>[CH3:2][O:1][NH:3][S:10]([C:7]1[CH:8]=[CH:9][C:4]([CH3:14])=[CH:5][CH:6]=1)(=[O:12])=[O:11]

Participants

5

Reactant 3

HCID 962WaterHCID 4113O-MethylhydroxylamineHCID 73974-Toluenesulfonyl chloride

Product 1

HCID 15008723HCID 15008723, compoundYield 99%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

Methoxylamine (9.00 g (108 mmol) was suspended in pyridine (30.0 ml). To this, under cooling with ice and with stirring, p-toluenesulfonyl chloride (19.07 g (100 mmol)) was added and the mixture was stirred under cooling with ice for 30 minutes and at room temperature for 2 hours. Water (200.0 ml) was added to the reaction mixture to bring about separation of crystals. After 30 minutes' stirring, the crystals were filtered and washed to give 20.26 g (99%) of N-methoxy-p-toluenesulfonamide as white crystals.

Workup

  1. temperatureTo this, under cooling with ice
  2. stirringthe mixture was stirred
  3. customto bring about separation of crystals
  4. stirringAfter 30 minutes' stirring
  5. filtrationthe crystals were filtered
  6. washwashed

Sources & evidence

ORD record
ord-745b4fe52e6c4dfd96c8ce9974edb68f
Source dataset
uspto-grants-2003_07
Patent number
US06586617B1

Reaction notes

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