Ethanol → 4-[5-[4-(aminoiminomethyl)phenoxy]pentoxy]-3-methoxy-N,N-bis(1-methylethyl)benzamide

HRID 376073Notes

Reaction equation

HRID 376073 reaction equation
C(O)C.Cl.[NH2:5][N:6]=[CH:7][C:8]1[CH:37]=[CH:36][C:11]([O:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][O:18][C:19]2[CH:33]=[CH:32][C:22]([C:23]([N:25]([CH:29]([CH3:31])[CH3:30])[CH:26]([CH3:28])[CH3:27])=[O:24])=[CH:21][C:20]=2[O:34][CH3:35])=[CH:10][CH:9]=1>CO>[NH2:5][N:6]=[CH:7][C:8]1[CH:37]=[CH:36][C:11]([O:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][O:18][C:19]2[CH:33]=[CH:32][C:22]([C:23]([N:25]([CH:29]([CH3:30])[CH3:31])[CH:26]([CH3:28])[CH3:27])=[O:24])=[CH:21][C:20]=2[O:34][CH3:35])=[CH:10][CH:9]=1

Participants

4

Reactant 2

HCID 702EthanolHCID 677447554-[5-[4-(aminoiminomethyl)phenoxy]pentoxy]-3-methoxy-N,N-bis(1-methylethyl)benzamide monohydrochloride

Product 1

HCID 1838004-[5-[4-(aminoiminomethyl)phenoxy]pentoxy]-3-methoxy-N,N-bis(1-methylethyl)benzamide

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Amberlite IRA-400 (OH) ion-exchange resin (55.5 g) is added in one portion to a stirred ethanol (120 mL)/methanol (30 mL) solution of 4-[5-[4-(aminoiminomethyl)phenoxy]pentyloxy]-3-methoxy-N,N-bis(1-methylethyl)benzamide monohydrochloride (20 g). After stirring for 20 hours, the resin is removed by filtration. The mother liquor is concentrated at reduced pressure to afford 4-[5-[4-(aminoiminomethyl)phenoxy]pentyloxy]-3-methoxy-N,N-bis(1-methylethyl)benzamide.

Workup

  1. customthe resin is removed by filtration
  2. concentrationThe mother liquor is concentrated at reduced pressure

Sources & evidence

ORD record
ord-4e7f40fc48484a56a9fff2817e17f1f8
Source dataset
uspto-grants-1996_01
Patent number
US05488160

Reaction notes

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