Hydrogen chloride-ethyl acetate → HCID 22013781, compound

HRID 1532693Notes

Reaction equation

HRID 1532693 reaction equation
[ClH:1].C(OCC)(=O)C.[CH3:8][N:9]([CH3:46])[CH2:10][CH2:11][N:12]1[C:16]2[CH:17]=[CH:18][C:19]([C:21]([NH:23][CH3:24])=[O:22])=[CH:20][C:15]=2[N:14]=[C:13]1[CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][CH2:38][CH2:39][CH2:40][CH2:41][CH2:42][CH2:43][CH2:44][CH3:45]>C(OCC)(=O)C.C(O)C>[ClH:1].[CH3:8][N:9]([CH3:46])[CH2:10][CH2:11][N:12]1[C:16]2[CH:17]=[CH:18][C:19]([C:21]([NH:23][CH3:24])=[O:22])=[CH:20][C:15]=2[N:14]=[C:13]1[CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][CH2:38][CH2:39][CH2:40][CH2:41][CH2:42][CH2:43][CH2:44][CH3:45]

Participants

5

Reactant 2

HCID 21866389Hydrogen chloride-ethyl acetateHCID 22013758HCID 22013758, compound

Product 1

HCID 22013781HCID 22013781, compound

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 8857Ethyl AcetateSolvent

Procedure

4N Hydrochloric acid/ethyl acetate solution (0.68 ml) was added to a solution containing 1-[2-(dimethylamino)ethyl]-2-henicosyl-N-methyl-1H-benzimidazole-5-carboxamide (1.345 g) in a mixture of ethyl acetate (14 ml) and ethanol (1.5 ml). After being stirred for 30 minutes while being cooled with ice, the reaction mixture was concentrated. The residue was recrystallized with the mixed solution of ethyl acetate-ethanol, thereby yielding the entitled compound (1.254 g) as white crystals.

Workup

  1. temperaturewhile being cooled with ice
  2. concentrationthe reaction mixture was concentrated
  3. customThe residue was recrystallized with the mixed solution of ethyl acetate-ethanol

Sources & evidence

ORD record
ord-40d64fc54481425c933ef00b8a2f231d
Source dataset
uspto-grants-2001_03
Patent number
US06204264B1

Reaction notes

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