Hydrochloric Acid → HCID 21278850, compound

HRID 2291594Notes

Reaction equation

HRID 2291594 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]=CC(C)C)[CH2:20][CH2:19]3)=[O:17])[C:10]=2[CH:29]=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:29]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 443297Hydroxyamine hydrochlorideHCID 53745774HCID 53745774, compound

Product 1

HCID 21278850HCID 21278850, compoundYield 134.9%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

To a solution of hydroxylamine hydrochloride (5.48 g) in a mixed solvent of acetonitrile (60 ml) and 6N-hydrochloric acid (30 ml) was added 5-chloro-3-[(4-isobutylideneamino-1-piperazinyl)carbonylmethyl]-2-benzothiazolinone (3.0 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 (6 ml) and methylene chloride (15 ml). This product was further washed by suspending in water (6 ml) and filtered to give 5-chloro-3-[(4-amino-1-piperazinyl)carbonylmethyl]-2-benzothiazolinone hydrochloride (1.93 g).

Workup

  1. stirringAfter stirring for five hours under ice cooling
  2. customthe crystalline precipitates
  3. filtrationwere filtered
  4. washwashed successively with water (6 ml) and methylene chloride (15 ml)
  5. washThis product was further washed
  6. filtrationfiltered

Sources & evidence

ORD record
ord-57ae490b73034f1c9bd7df1b89926e98
Source dataset
uspto-grants-1989_01
Patent number
US04797399

Reaction notes

Loading…