Hydrochloric Acid → HCID 56777247, compound

HRID 335063Notes

Reaction equation

HRID 335063 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[S:10](Cl)(=[O:12])=[O:11])([O-:3])=[O:2].Cl.[CH3:15][O:16][NH2:17].O.Cl>N1C=CC=CC=1>[CH3:15][O:16][NH:17][S:10]([C:5]1[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=1[N+:1]([O-:3])=[O:2])(=[O:12])=[O:11]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 155402-Nitrobenzenesulfonyl chlorideHCID 521874O-Methylhydroxylamine hydrochloride

Product 1

HCID 56777247HCID 56777247, compoundYield 87.5%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

2-nitrobenzene sulfonyl chloride (28.8 g, 130 mmol) was added within 30 min to a solution of O-methylhydroxylamine hydrochloride (11.7 g, 141 mmol) in pyridine (100 ml) accompanied by stirring and water cooling. After the addition the mixture was stirred for a further 30 min at room temperature (RT), mixed with ice (200-300 g) and acidified with concentrated HCl to pH 2-3. The still-cold suspension was sucked out, the precipitate carefully washed with ice water and dried. 26.4 g (87%) of the sulfamide 1 was obtained as a yellowish solid with a melting point of 133-136° C. 1H-NMR (DMSO-D6, 300 MHz): δ=3.67 (s, 3H), 7.92-8.06 (m, 4H), 11.05 (s, 1H) ppm.

Workup

  1. additionAfter the addition the mixture
  2. stirringwas stirred for a further 30 min at room temperature (RT)
  3. washthe precipitate carefully washed with ice water
  4. customdried

Sources & evidence

ORD record
ord-fb35026a6f9a475b95420152d16a2cc9
Source dataset
uspto-grants-2014_11
Patent number
US08883877B2

Reaction notes

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