Piperazine → 2-Tert-butyl-6-nitro-5-[piperazin-1-yl]benzothiazole

HRID 2118754Notes

Reaction equation

HRID 2118754 reaction equation
[C:1]([C:5]1[S:6][C:7]2[CH:13]=[C:12]([N+:14]([O-:16])=[O:15])[C:11](Cl)=[CH:10][C:8]=2[N:9]=1)([CH3:4])([CH3:3])[CH3:2].[NH:18]1[CH2:23][CH2:22][NH:21][CH2:20][CH2:19]1>CS(C)=O>[C:1]([C:5]1[S:6][C:7]2[CH:13]=[C:12]([N+:14]([O-:16])=[O:15])[C:11]([N:18]3[CH2:23][CH2:22][NH:21][CH2:20][CH2:19]3)=[CH:10][C:8]=2[N:9]=1)([CH3:4])([CH3:3])[CH3:2]

Participants

4

Reactant 2

HCID 4837PiperazineHCID 197942022-Tert-butyl-5-chloro-6-nitrobenzothiazole

Product 1

HCID 201929222-Tert-butyl-6-nitro-5-[piperazin-1-yl]benzothiazole

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Procedure

A solution of 13.5 g of 2-tert-butyl-5-chloro-6-nitrobenzothiazole described in Example 5, and 40 g of anhydrous piperazine in 100 ml of dimethylsulphoxide is heated at 140° for 2 hours, cooled and poured into ice-water. The yellow solid is filtered, washed with water and dried at 80° to yield 2-tert-butyl-6-nitro-5-[piperazin-1-yl]benzothiazole, melting at 144°-146°.

Workup

  1. temperatureis heated at 140° for 2 hours
  2. temperaturecooled
  3. filtrationThe yellow solid is filtered
  4. washwashed with water
  5. customdried at 80°

Sources & evidence

ORD record
ord-ac16951992334c82be030710957fc663
Source dataset
uspto-grants-1987_07
Patent number
US04680301

Reaction notes

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