1-Isopropylpiperazine → HCID 121005082, compound

HRID 1619225Notes

Reaction equation

HRID 1619225 reaction equation
[Cl:1][C:2]1[S:3][C:4]2[CH:10]=[C:9]([O:11][CH3:12])[CH:8]=[CH:7][C:5]=2[N:6]=1.[CH:13]([N:16]1[CH2:21][CH2:20][NH:19][CH2:18][CH2:17]1)([CH3:15])[CH3:14]>>[ClH:1].[CH:13]([N:16]1[CH2:21][CH2:20][N:19]([C:2]2[S:3][C:4]3[CH:10]=[C:9]([O:11][CH3:12])[CH:8]=[CH:7][C:5]=3[N:6]=2)[CH2:18][CH2:17]1)([CH3:15])[CH3:14]

Participants

3

Reactant 2

HCID 780131-IsopropylpiperazineHCID 2731322-Chloro-6-methoxybenzothiazole

Product 1

HCID 121005082HCID 121005082, compoundYield 80%

Conditions

Temperature
120 °C

Procedure

A mixture of 2-chloro-6-methoxybenzothiazole (0.20 g, 1.0 mmol) and 1-isopropylpiperazine (0.26 g, 2.0 mmol) was stirred at 120° C. for 2 h. The reaction mixture was allowed to cool and worked up by extraction with ethyl acetate. The organic extract was washed with a NaHCO3 solution and water (3×). The organic phase was extracted with 0.25 M hydrochloric acid (10 mL). The acidic aqueous extract was concentrated and re-evaporated with ethanol. The residue was crystallized from a mixture of ethanol and ethyl acetate to give 260 mg (80%) of 2-(4-isopropylpiperazin-1-yl)-6-methoxybenzothiazole, hydrochloride.

Workup

  1. temperatureto cool
  2. extractionworked up by extraction with ethyl acetate
  3. extractionThe organic extract
  4. washwas washed with a NaHCO3 solution and water (3×)
  5. extractionThe organic phase was extracted with 0.25 M hydrochloric acid (10 mL)
  6. extractionThe acidic aqueous extract
  7. concentrationwas concentrated
  8. customre-evaporated with ethanol
  9. customThe residue was crystallized from a mixture of ethanol and ethyl acetate

Sources & evidence

ORD record
ord-6e0fc507026c4b3fa5dca3f8802d4644
Source dataset
uspto-grants-2014_07
Patent number
US08772285B2

Reaction notes

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