Water → HCID 69739758, compound

HRID 1061584Notes

Reaction equation

HRID 1061584 reaction equation
O.[OH:2][S:3]([OH:6])(=[O:5])=[O:4].[N:7]1[CH:12]=[CH:11][CH:10]=[CH:9][C:8]=1[N:13]1[CH2:18][CH2:17][N:16]([CH2:19][C:20]2[NH:24][C:23]3[CH:25]=[CH:26][CH:27]=[CH:28][C:22]=3[N:21]=2)[CH2:15][CH2:14]1>CO>[OH2:2].[S:3]([OH:6])([OH:5])(=[O:4])=[O:2].[S:3]([OH:6])([OH:5])(=[O:4])=[O:2].[N:7]1[CH:12]=[CH:11][CH:10]=[CH:9][C:8]=1[N:13]1[CH2:14][CH2:15][N:16]([CH2:19][C:20]2[NH:21][C:22]3[CH:28]=[CH:27][CH:26]=[CH:25][C:23]=3[N:24]=2)[CH2:17][CH2:18]1

Participants

5

Reactant 3

HCID 962WaterHCID 1118Sulfuric AcidHCID 50257392-((4-(2-Pyridinyl)-1-piperazinyl)methyl)-1H-benzimidazole

Product 1

HCID 69739758HCID 69739758, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Water (50 mL) was cooled to 10° C. and treated with H2SO4 (3.56 mL, 66.8 mmol) and then allowed to warm to ambient temperature. The solution was treated with 2-[(4-pyridin-2-ylpiperazin-1-yl)methyl]-1H-benzimidazole (9.80 g, 33.4 mmol) and then methanol (150 mL). The solids were filtered, washed with methanol (50 mL), and dried under reduced pressure to provide the title compound as a solid. Elemental analysis calc'd for C17H25N5O9S2: C, 40.23; H, 4.96; N, 13.80; S, 12.64; O, 28.37. Found: C, 40.21; H, 5.00; N, 13.81, S, 12.53. DSC: sharp endotherm at 180° C.

Workup

  1. filtrationThe solids were filtered
  2. washwashed with methanol (50 mL)
  3. customdried under reduced pressure

Sources & evidence

ORD record
ord-0391c6d60afe42b4841e36ee340e9ca2
Source dataset
uspto-grants-2005_11
Patent number
US06960589B2

Reaction notes

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