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Hydroxyamine hydrochloride → HCID 86735607, compound

HRID 1390065
Notes
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Reaction equation

HRID 1390065 reaction equation
[CH2:1]([NH:5][C:6]1[CH:7]=[C:8]([CH:11]=[C:12]([S:21](=[O:24])(=[O:23])[NH2:22])[C:13]=1[O:14][C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)[CH:9]=O)[CH2:2][CH2:3][CH3:4].Cl.[NH2:26][OH:27].C([O-])(=O)C.[NH4+]>CO.O>[CH2:1]([NH:5][C:6]1[CH:7]=[C:8]([CH:11]=[C:12]([S:21](=[O:24])(=[O:23])[NH2:22])[C:13]=1[O:14][C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)[CH:9]=[N:26][OH:27])[CH2:2][CH2:3][CH3:4]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

6

Reactant 3

HCID 443297Hydroxyamine hydrochlorideHCID 517165Ammonium AcetateHCID 11501146Benzenesulfonamide, 3-(butylamino)-5-formyl-2-phenoxy-

Product 1

HCID 86735607HCID 86735607, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962
Water
Solvent
2×

Procedure

To a solution of 3-n-butylamino-4-phenoxy-5-sulfamylbenzaldehyde (10 g; prepared as in Example 93) in hot methanol (100 ml) a solution of hydroxylamine hydrochloride (10 g) and ammonium acetate (10 g) in water (25 ml) is added, and the mixture is left for 3 days. Water (500 ml) is then added, and the resulting precipitate is collected by filtration, washed with water and dried in air. After recrystallization from a mixture of ethanol and 2-methoxyethanol, 3-n-butylamino-4-phenoxy-5-sulfamylbenzaldoxime is obtained with a melting point of 226°-228° C.

Workup

  1. filtrationthe resulting precipitate is collected by filtration
  2. washwashed with water
  3. customdried in air
  4. customAfter recrystallization
  5. additionfrom a mixture of ethanol and 2-methoxyethanol

Sources & evidence

ORD record
ord-01a3189df3394339b50923b5f2e749a1
Source dataset
uspto-grants-1981_01
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US04247550

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes