Hydroxyamine hydrochloride → HCID 178526325, compound

HRID 1079341Notes

Reaction equation

HRID 1079341 reaction equation
[S:1]1[C:7]2[CH:8]=[CH:9][CH:10]=[CH:11][C:6]=2[CH2:5][NH:4][C:3](=S)[CH2:2]1.Cl.[NH2:14][OH:15].C([O-])(=O)C.[Na+]>C(O)C>[OH:15][N:14]=[C:3]1[NH:4][CH2:5][C:6]2[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=2[S:1][CH2:2]1

Participants

5

Reactant 3

HCID 443297Hydroxyamine hydrochlorideHCID 517045Sodium AcetateHCID 23366702HCID 23366702, compound

Product 1

HCID 178526325HCID 178526325, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 4,5-dihydro-1,4-benzothiazepin-3(2H)-thione (1.56 g), hydroxylamine hydrochloride (0.83 g) and sodium acetate (0.98 g) in dry ethanol (100 ml) was heated under reflux for three hours. The mixture was cooled, and the precipitated solid was collected by filtration and washed with water. Purification of the precipitate by flash chromatography using dichloromethane/ethanol (95:5) as eluent gave 3-hydroxyimino-2,3,4,5-tetrahydro-1,4-benzothiazepine, which was recrystallised from ethanol. Yield 1.2 g (m.p. 208°-210° C.).

Workup

  1. temperaturewas heated
  2. temperatureunder reflux for three hours
  3. temperatureThe mixture was cooled
  4. filtrationthe precipitated solid was collected by filtration
  5. washwashed with water
  6. customPurification of the precipitate by flash chromatography

Sources & evidence

ORD record
ord-b33d00791fe9425fb413cb82aff8b2c9
Source dataset
uspto-grants-1996_12
Patent number
US05580866

Reaction notes

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