N-(4-Bromobutyl)phthalimide → HCID 9980269, compound

HRID 327534Notes

Reaction equation

HRID 327534 reaction equation
[CH2:1]([NH:4][CH:5]1[CH2:14][C:13]2[C:8](=[CH:9][CH:10]=[CH:11][C:12]=2[O:15][CH3:16])[O:7][CH2:6]1)[CH2:2][CH3:3].BrCCCCN1C(=O)C2=CC=CC=C2C1=O.Br[CH2:34][CH2:35][CH2:36][NH:37][S:38]([C:41]1[CH:46]=[CH:45][C:44]([CH3:47])=[CH:43][CH:42]=1)(=[O:40])=[O:39]>>[CH3:16][O:15][C:12]1[CH:11]=[CH:10][CH:9]=[C:8]2[C:13]=1[CH2:14][CH:5]([N:4]([CH2:1][CH2:2][CH3:3])[CH2:34][CH2:35][CH2:36][NH:37][S:38]([C:41]1[CH:46]=[CH:45][C:44]([CH3:47])=[CH:43][CH:42]=1)(=[O:40])=[O:39])[CH2:6][O:7]2

Participants

4

Reactant 3

HCID 93575N-(4-Bromobutyl)phthalimideHCID 102426303,4-Dihydro-5-methoxy-N-propyl-2H-1-benzopyran-3-amineHCID 11380772N-(p-toluenesulfonyl)-3-bromopropylamine

Product 1

HCID 9980269HCID 9980269, compoundYield 65%

Procedure

Using the procedure described in Example 1, but replacing 3-amino-5-methoxychroman by 3-(N-propylamino)-5-methoxychroman and N-(4-bromobutyl)phthalimide by 1-bromo-3-(4-toluenesulfonylamino)propane, and leaving stirring for 72 hours, the expected product is obtained.

Workup

  1. customleaving

Sources & evidence

ORD record
ord-52356423716d465eb9aa402eaafbb19f
Source dataset
uspto-grants-1993_12
Patent number
US05273994

Reaction notes

Loading…