Chloroform → HCID 10315285, compound

HRID 2118981Notes

Reaction equation

HRID 2118981 reaction equation
[CH3:1][N:2]([CH2:4][C:5]1[CH:6]=[C:7]([CH:13]=[CH:14][CH:15]=1)[O:8][CH2:9][CH2:10][CH2:11][NH2:12])[CH3:3].Cl[C:17]1[S:18][C:19]2[CH:25]=[CH:24][CH:23]=[CH:22][C:20]=2[N:21]=1.C(Cl)(Cl)Cl>C(Cl)(Cl)Cl.CO>[CH3:1][N:2]([CH2:4][C:5]1[CH:6]=[C:7]([CH:13]=[CH:14][CH:15]=1)[O:8][CH2:9][CH2:10][CH2:11][NH:12][C:17]1[S:18][C:19]2[CH:25]=[CH:24][CH:23]=[CH:22][C:20]=2[N:21]=1)[CH3:3]

Participants

5

Reactant 3

HCID 6212ChloroformHCID 119872-ChlorobenzothiazoleHCID 129139503-(3-Aminopropoxy)-N,N-dimethylbenzenemethanamine

Product 1

HCID 10315285HCID 10315285, compound

Reagents, catalysts & solvents 1

HCID 21584188Chloroform methanolSolvent

Procedure

3-[3-(Dimethylaminomethyl)phenoxy]propylamine (2.38 g) and 2-chlorobenzthiazole (1.94 g) were fused at 130° C. for 2 hours. The cooled residue was subjected to column chromatography on silica using chloroform followed by chloroform:methanol (25:1) as eluants to give the title compound as a yellow oil. This was converted to 2-[3-[3-(dimethylaminomethyl)phenoxy]propylamino]benzthiazole dihydrochloride (0.37 g), m.p. 154°-155° C. (recrystallised from ethanol/ether).

Sources & evidence

ORD record
ord-dee19de2aa494cbeabcc738b5517efa6
Source dataset
uspto-grants-1987_07
Patent number
US04681883

Reaction notes

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