Hydroxylamine → HCID 15985846, compound

HRID 1627754Notes

Reaction equation

HRID 1627754 reaction equation
Cl.[CH3:2][N:3]1[CH:7]=[C:6]([C:8]2[CH:13]=[CH:12][C:11]([S:14]([N:17]3[CH:21]=[CH:20][C:19](/[CH:22]=[CH:23]/[C:24](Cl)=[O:25])=[CH:18]3)(=[O:16])=[O:15])=[CH:10][CH:9]=2)[CH:5]=[N:4]1.[NH2:27][OH:28]>>[OH:28][NH:27][C:24](=[O:25])/[CH:23]=[CH:22]/[C:19]1[CH:20]=[CH:21][N:17]([S:14]([C:11]2[CH:12]=[CH:13][C:8]([C:6]3[CH:5]=[N:4][N:3]([CH3:2])[CH:7]=3)=[CH:9][CH:10]=2)(=[O:16])=[O:15])[CH:18]=1

Participants

3

Reactant 2

HCID 787HydroxylamineHCID 86653104HCID 86653104, compound

Product 1

HCID 15985846HCID 15985846, compound

Procedure

The above prepared solution of (E)-3-{1-[4-(1-Methyl-1H-pyrazol-4-yl)-benzenesulfonyl]-1H-pyrrol-3-yl}-acryloyl chloride hydrochloride was added to an aqueous hydroxylamine solution (50%, 105 mL, 1.78 mol) at 10-20° C. over a period of 20 min. After stirring for 90 min, the suspension was filtered and dried. The crude product (48.4 g) was suspended in a mixture of isopropanol (480 mL) and water (480 mL) and stirred at reflux for 1 h. After cooling to room temperature, the suspension was filtered and dried. The title compound was obtained as beige solid (28.1 g).

Workup

  1. filtrationthe suspension was filtered
  2. customdried
  3. additionThe crude product (48.4 g) was suspended in a mixture of isopropanol (480 mL) and water (480 mL)
  4. stirringstirred
  5. temperatureat reflux for 1 h
  6. filtrationthe suspension was filtered
  7. customdried

Sources & evidence

ORD record
ord-1eeb1c2926674b7ba8a80f3d6ffcd4d6
Source dataset
uspto-grants-2014_07
Patent number
US08785659B2

Reaction notes

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