Hydrochloric Acid → HCID 22314064, compound

HRID 347033Notes

Reaction equation

HRID 347033 reaction equation
BrCCCCOC1C=CC2C(C3C=CC(Br)=CC=3)=NSC=2C=1.COCCNCC.[Br:30][C:31]1[CH:36]=[CH:35][C:34]([C:37]2[C:41]3[CH:42]=[CH:43][C:44]([O:46][CH2:47][CH2:48][CH2:49][CH2:50][N:51]([CH2:56][CH3:57])[CH2:52][CH2:53][O:54][CH3:55])=[CH:45][C:40]=3[S:39][N:38]=2)=[CH:33][CH:32]=1.[ClH:58]>CO>[ClH:58].[Br:30][C:31]1[CH:32]=[CH:33][C:34]([C:37]2[C:41]3[CH:42]=[CH:43][C:44]([O:46][CH2:47][CH2:48][CH2:49][CH2:50][N:51]([CH2:56][CH3:57])[CH2:52][CH2:53][O:54][CH3:55])=[CH:45][C:40]=3[S:39][N:38]=2)=[CH:35][CH:36]=1

Participants

6

Reactant 4

HCID 313Hydrochloric Acid2×HCID 546877N-(2-Methoxyethyl)ethylamineHCID 22313931HCID 22313931, compoundHCID 22314065{4-[3-(4-Bromo-phenyl)-benzo[d]isothiazol-6-yloxy]-butyl}-ethyl-(2-methoxy-ethyl)-amine

Product 1

HCID 22314064HCID 22314064, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

In analogy to example 3.1, 6-(4-Bromo-butoxy)-3-(4-bromo-phenyl)-benzo[d]isothiazole and N-(2-Methoxyethyl)ethylamine were converted to {4-[3-(4-Bromo-phenyl)-benzo[d]isothiazol-6-yloxy]-butyl}-ethyl-(2-methoxy-ethyl)-amine which was converted to the hydrochloride by treatment with HCl in methanol to yield {4-[3-(4-Bromo-phenyl)-benzo[d]isothiazol-6-yloxy]-butyl}-ethyl-(2-methoxy-ethyl)-amine hydrochloride as light yellow oil, MS: 463 (MH+, 1Br).

Sources & evidence

ORD record
ord-c6a97a596d694a15983d25a78828c886
Source dataset
uspto-grants-2007_02
Patent number
US07173043B2

Reaction notes

Loading…