Hydrochloric Acid → HCID 21278850, compound

HRID 2291592Notes

Reaction equation

HRID 2291592 reaction equation
Cl.NO.Cl.[Cl:5][C:6]1[CH:7]=[CH:8][C:9]2[S:13][C:12](=[O:14])[N:11]([CH2:15][C:16]([N:18]3[CH2:23][CH2:22][N:21]([N:24]=CC4C=CC=CC=4)[CH2:20][CH2:19]3)=[O:17])[C:10]=2[CH:32]=1>C(#N)C>[ClH:5].[Cl:5][C:6]1[CH:7]=[CH:8][C:9]2[S:13][C:12](=[O:14])[N:11]([CH2:15][C:16]([N:18]3[CH2:19][CH2:20][N:21]([NH2:24])[CH2:22][CH2:23]3)=[O:17])[C:10]=2[CH:32]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 443297Hydroxyamine hydrochlorideHCID 54570404HCID 54570404, compound

Product 1

HCID 21278850HCID 21278850, compoundYield 131%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

To a solution of hydroxylamine hydrochloride (25.2 g) in a mixed solvent of acetonitrile (300 ml) and 6N-hydrochloric acid (150 ml), was added 5-chloro-3-[(4-benzylideneamino-1-piperazinyl)carbonylmethyl]-2-benzothiazolinone (15 g). The resulting solution was stirred overnight at room temperature. After stirring for five hours under ice cooling, the crystalline precipitates were filtered, and washed successively with water (30 ml) and methylene chloride (75 ml). This product was suspended in water (30 ml) and then filtered to give 5-chloro-3-[(4-amino-1-piperazinyl)carbonylmethyl]-2-benzothiazolinone hydrochloride (8.60 g).

Workup

  1. stirringAfter stirring for five hours under ice cooling
  2. customthe crystalline precipitates
  3. filtrationwere filtered
  4. washwashed successively with water (30 ml) and methylene chloride (75 ml)
  5. filtrationfiltered

Sources & evidence

ORD record
ord-1114f6e9c9054dcf9ab080067ca04afa
Source dataset
uspto-grants-1989_01
Patent number
US04797399

Reaction notes

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