2-Chlorobenzothiazole → HCID 23035482, compound

HRID 2118975Notes

Reaction equation

HRID 2118975 reaction equation
[N:1]1([CH2:7][C:8]2[CH:9]=[C:10]([CH:18]=[CH:19][CH:20]=2)[O:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][NH2:17])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.Cl[C:22]1[S:23][C:24]2[CH:30]=[CH:29][CH:28]=[CH:27][C:25]=2[N:26]=1>C(OCC)(=O)C>[N:1]1([CH2:7][C:8]2[CH:9]=[C:10]([CH:18]=[CH:19][CH:20]=2)[O:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][NH:17][C:22]2[S:23][C:24]3[CH:30]=[CH:29][CH:28]=[CH:27][C:25]=3[N:26]=2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

4

Reactant 2

HCID 119872-ChlorobenzothiazoleHCID 13020536HCID 13020536, compound

Product 1

HCID 23035482HCID 23035482, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

5-(3-(Piperidinomethyl)phenoxy]pentylamine (0.8 g) and 2-chlorobenzthiazole (0.53 g) were fused at 140° C. for 3 hours. The cooled residue was subjected to medium pressure column chromatography on silica using ethyl acetate as eluant to give the title compound as an oil. This was converted to 2-[5-[3-piperidinomethyl)phenoxy]pentylamino]benzthiazole dihydrochloride (0.18 g), m.p. 140°-145° C. (recrystallised from ethanol/ether).

Sources & evidence

ORD record
ord-80d2b8936a524e0c8a416c31062a5fc7
Source dataset
uspto-grants-1987_07
Patent number
US04681883

Reaction notes

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