Piperazine → N-(6-Bromo-1,3-benzothiazol-2-yl)-N'-(3-piperazinopropyl)urea

HRID 9162

Reaction equation

[Br:1][C:2]1[CH:18]=[CH:17][C:5]2[N:6]=[C:7]([NH:9][C:10]([NH:12][CH2:13][CH2:14][CH2:15]Cl)=[O:11])[S:8][C:4]=2[CH:3]=1.[NH:19]1[CH2:24][CH2:23][NH:22][CH2:21][CH2:20]1>C1COCC1.CCO>[Br:1][C:2]1[CH:18]=[CH:17][C:5]2[N:6]=[C:7]([NH:9][C:10]([NH:12][CH2:13][CH2:14][CH2:15][N:19]3[CH2:24][CH2:23][NH:22][CH2:21][CH2:20]3)=[O:11])[S:8][C:4]=2[CH:3]=1

Participants

Conditions

Temperature: 55 °C

Procedure

To a mixture of N-(6-bromo-1,3-benzothiazol-2-yl)-N′-(3-chloropropyl)urea (100 mg, 0.287 mmol) in THF/EtOH (0.50/0.25 mL) was added piperazine (247 mg, 2.87 mmol). The reaction mixture was heated to about 55° C. for about 16 hrs. The crude reaction mixture was pumped down and purified by flash chromatography on SiO2.

Workup

customThe crude reaction mixture
custompurified by flash chromatography on SiO2

Sources & evidence

ORD record: ord-8cc7371e38f3460581b5e22886eb5510
Source dataset: uspto-grants-2006_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07091227B2

Linked notes

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