1-Acetylpiperazine → 6-[(4-Acetyl-piperazin-1-yl)thiocarbonylamino]-2-tert-butyl-5-(4-methylpiperidin-1-yl)benzothiazole

HRID 5794Notes

Reaction equation

HRID 5794 reaction equation
[C:1]([C:5]1[S:6][C:7]2[CH:13]=[C:12]([N:14]=[C:15]=[S:16])[C:11]([N:17]3[CH2:22][CH2:21][CH:20]([CH3:23])[CH2:19][CH2:18]3)=[CH:10][C:8]=2[N:9]=1)([CH3:4])([CH3:3])[CH3:2].[C:24]([N:27]1[CH2:32][CH2:31][NH:30][CH2:29][CH2:28]1)(=[O:26])[CH3:25]>C(Cl)(Cl)Cl>[C:24]([N:27]1[CH2:32][CH2:31][N:30]([C:15]([NH:14][C:12]2[C:11]([N:17]3[CH2:22][CH2:21][CH:20]([CH3:23])[CH2:19][CH2:18]3)=[CH:10][C:8]3[N:9]=[C:5]([C:1]([CH3:4])([CH3:2])[CH3:3])[S:6][C:7]=3[CH:13]=2)=[S:16])[CH2:29][CH2:28]1)(=[O:26])[CH3:25]

Participants

4

Reactant 2

HCID 837951-AcetylpiperazineHCID 156103622-Tert-butyl-6-isothiocyanato-5-(4-methylpiperidin-1-yl)benzothiazole

Product 1

HCID 541759316-[(4-Acetyl-piperazin-1-yl)thiocarbonylamino]-2-tert-butyl-5-(4-methylpiperidin-1-yl)benzothiazole

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

A solution of 2.0 g of 2-tert-butyl-6-isothiocyanato-5-(4-methylpiperidin-1-yl)benzothiazole and 0.78 g of 1-acetyl-piperazine in 30 ml of chloroform is stirred for 30 minutes and the product triturated with petroleum ether to obtain 6-[(4-acetyl-piperazin-1-yl)thiocarbonylamino]-2-tert-butyl-5-(4-methylpiperidin-1-yl)benzothiazole, melting at 187°-190°.

Workup

  1. customthe product triturated with petroleum ether

Sources & evidence

ORD record
ord-c1cccb7f4ab14334a9142cd6bd51341b
Source dataset
uspto-grants-1993_09
Patent number
US05246927

Reaction notes

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