Sulfamic Acid → HCID 18403995, compound

HRID 376256Notes

Reaction equation

HRID 376256 reaction equation
Cl([O-])=O.[Na+].[F:5][CH:6]([F:22])[O:7][C:8]1[CH:9]=[CH:10][C:11]([CH:20]=[O:21])=[C:12]2[C:16]=1[O:15][C:14]([CH:17]([CH3:19])[CH3:18])=[CH:13]2.S(N)(=O)(=O)[OH:24]>O.C(O)(=O)C>[F:22][CH:6]([F:5])[O:7][C:8]1[CH:9]=[CH:10][C:11]([C:20]([OH:24])=[O:21])=[C:12]2[C:16]=1[O:15][C:14]([CH:17]([CH3:18])[CH3:19])=[CH:13]2

Participants

6

Reactant 3

HCID 5987Sulfamic AcidHCID 22009524HCID 22009524, compoundHCID 23668197Sodium Chlorite

Product 1

HCID 18403995HCID 18403995, compound

Reagents, catalysts & solvents 2

HCID 176Acetic AcidSolventHCID 962WaterSolvent

Procedure

A solution of 0.88 g of sodium chlorite in 5 ml of water is added dropwise to 1.6 g of 7-difluoromethoxy-2-(1-methylethyl)benzofuran-4-carbaldehyde and 0.83 g of amidosulfuric acid, dissolved in 15 ml of glacial acetic acid, such that the internal temperature is kept between 15 and 20° C. The mixture is stirred for a further 1 h and then poured into 150 ml of ice water, and the precipitate formed is filtered off with suction and washed with water until acid-free. For purification, the crude product is dissolved in halfconcentrated, aqueous ammonia, and the aqueous solution is extracted with toluene and acidified with 2 N hydrochloric acid to pH 1-2. The precipitate formed is filtered off with suction, washed with water until acid-free and dried in vacuo: m.p. 169° C.

Workup

  1. customis kept between 15 and 20° C
  2. customthe precipitate formed
  3. filtrationis filtered off with suction
  4. washwashed with water until acid-free
  5. customFor purification
  6. dissolutionthe crude product is dissolved in halfconcentrated, aqueous ammonia
  7. extractionthe aqueous solution is extracted with toluene
  8. customThe precipitate formed
  9. filtrationis filtered off with suction
  10. washwashed with water until acid-free and
  11. customdried in vacuo

Sources & evidence

ORD record
ord-4cf21c5502a04bfe8ed5d973983be9e6
Source dataset
uspto-grants-2000_02
Patent number
US06020340

Reaction notes

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