(+-)-1-Aminoindan → HCID 18627820, compound

HRID 650138Notes

Reaction equation

HRID 650138 reaction equation
[NH2:1][CH:2]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH2:4][CH2:3]1.[CH2:11]([N:14]([CH2:27][CH2:28][CH3:29])[S:15]([C:18]1[CH:26]=[CH:25][C:21]([C:22](Cl)=[O:23])=[CH:20][CH:19]=1)(=[O:17])=[O:16])[CH2:12][CH3:13]>>[CH2:27]([N:14]([CH2:11][CH2:12][CH3:13])[S:15]([C:18]1[CH:26]=[CH:25][C:21]([C:22]([NH:1][CH:2]2[C:10]3[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=3)[CH2:4][CH2:3]2)=[O:23])=[CH:20][CH:19]=1)(=[O:17])=[O:16])[CH2:28][CH3:29]

Participants

3

Reactant 2

HCID 123445(+-)-1-AminoindanHCID 27355284-(Dipropylsulfamoyl)benzoyl chloride

Product 1

HCID 18627820HCID 18627820, compoundYield 63%

Procedure

The title compound was prepared in 63% yield from (rac)-1-aminoindan (10.0 g, 75.2 mmole) and 4-(di-n-propylsulfamoyl) benzoyl chloride (16.3 g, 53.6 mmole, prepared from probenecid and SOCl2) via a procedure analogous to that described in Ex. 46, followed by crystallization from hexane:EtOAc, mp: 124-5° C.

Workup

  1. custom46, followed by crystallization from hexane

Sources & evidence

ORD record
ord-71292d2893d94fee95049bb29f3de9eb
Source dataset
uspto-grants-2001_08
Patent number
US06271263B1

Reaction notes

Loading…