Dimethyl Sulfoxide → 4-(2-Amino-4-methoxy-benzothiazol-7-yl)-1-methyl-piperazin-2-one

HRID 8350

Reaction equation

HRID 8350 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([N:9]2[CH2:14][CH2:13][N:12]([CH3:15])[C:11](=[O:16])[CH2:10]2)=[CH:5][C:4]=1[NH:17][C:18]([NH2:20])=[S:19].Br.CC(O)=O.CS(C)=O>CC(O)=O>[NH2:20][C:18]1[S:19][C:5]2[C:6]([N:9]3[CH2:14][CH2:13][N:12]([CH3:15])[C:11](=[O:16])[CH2:10]3)=[CH:7][CH:8]=[C:3]([O:2][CH3:1])[C:4]=2[N:17]=1

Participants

5

Reactant 3

HCID 679Dimethyl SulfoxideHCID 21893785Acetic Acid Mixture with Hydrobromic AcidHCID 22015742[2-Methoxy-5-(4-methyl-3-oxo-piperazin-1-yl)-phenyl]-thiourea

Product 1

HCID 220157414-(2-Amino-4-methoxy-benzothiazol-7-yl)-1-methyl-piperazin-2-one

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

From [2-methoxy-5-(4-methyl-3-oxo-piperazin-1-yl)-phenyl]-thiourea with HBr—AcOH (4 equiv.) and DMSO (2.4 equiv.) in AcOH. ES-MS m/e (%): 293 (M+H+, 100).

Sources & evidence

ORD record
ord-d179064351194b43a86982c843ec674b
Source dataset
uspto-grants-2006_08
Patent number
US07087761B2

Linked notes

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