Water → 2-Tert-butyl-5-(4-methylpiperazin-1-yl)-6-nitrobenzothiazole

HRID 5789

Reaction equation

HRID 5789 reaction equation
[C:1]([C:5]([NH:7][C:8]1[CH:13]=[C:12](Cl)[C:11]([N+:15]([O-:17])=[O:16])=[CH:10][C:9]=1Cl)=[S:6])([CH3:4])([CH3:3])[CH3:2].[CH3:19][N:20]1[CH2:25][CH2:24][NH:23][CH2:22][CH2:21]1.O>CS(C)=O>[C:1]([C:5]1[S:6][C:9]2[CH:10]=[C:11]([N+:15]([O-:17])=[O:16])[C:12]([N:23]3[CH2:24][CH2:25][N:20]([CH3:19])[CH2:21][CH2:22]3)=[CH:13][C:8]=2[N:7]=1)([CH3:4])([CH3:3])[CH3:2]

Participants

5

Reactant 3

HCID 962WaterHCID 531671-MethylpiperazineHCID 54175336N-t-butylthiocarbonyl-2,5-dichloro-4-nitroaniline

Product 1

HCID 197942002-Tert-butyl-5-(4-methylpiperazin-1-yl)-6-nitrobenzothiazole

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Procedure

A solution of 171 g of N-tert-butylthiocarbonyl-2,5-dichloro-4-nitroaniline (described in European patent application No. 85810418.5 published under No. 0175650) and 605 ml of N-methylpiperazine in 1700 ml of dimethylsulphoxide is heated at 140° for 8 hours, cooled and poured into water. The solid is filtered, washed with water and cold isopropanol to yield 2-tert-butyl-5-(4-methylpiperazin-1-yl)-6-nitrobenzothiazole, melting at 132°-135°.

Workup

  1. temperaturecooled
  2. filtrationThe solid is filtered
  3. washwashed with water and cold isopropanol

Sources & evidence

ORD record
ord-8d6c5e55a6af4dfdb2e2e90fcdc60967
Source dataset
uspto-grants-1993_09
Patent number
US05246927

Linked notes

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