Water → HCID 86180575, compound

HRID 1061583Notes

Reaction equation

[OH2:1].[OH:2][P:3]([OH:6])([OH: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].[OH2:1].[P:3]([OH:6])([OH:5])([OH:4])=[O:2].[P:3]([OH:6])([OH:5])([OH: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.[P:3]([OH:6])([OH:5])([OH:4])=[O:2].[P:3]([OH:6])([OH:5])([OH:4])=[O:2].[OH2:2]

Participants

Conditions

Temperature: 50 °C

Procedure

Water (50 mL) and H3PO4 (85 wt % aq, 4.58 mL, 66.8 mmol) were combined, heated to 50° C., and treated with 2-[(4-pyridin-2-ylpiperazin-1-yl)methyl]-1H-benzimidazole (9.80 g, 33.4 mmol). The reaction mixtue was allowed to cool to ambient temperature and was treated with methanol (100 mL). The solids were filtered, washed with methanol (50 mL), and dried under reduced pressure. The initial water content of the salt as determined by KF analysis is 3.57 wt %, but after several days exposed to air the water content increases to 7.33% to provide the title compound bis-hydrate bis-phosphate as a solid. Elemental analysis calc'd for C17H29N5O10P2: C, 38.86; H, 5.56; N, 13.33, P 11.79; O, 30.45. Found: C, 39.83; H, 5.46; N, 13.73, P 12.03. DSC: broad endotherm at 107° C.

Workup

temperatureto cool to ambient temperature
filtrationThe solids were filtered
washwashed with methanol (50 mL)
customdried under reduced pressure
waitafter several days exposed
temperatureincreases to 7.33%

Sources & evidence

ORD record: ord-8d7e364ca9344421928e95870da3852c
Source dataset: uspto-grants-2005_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06960589B2

Reaction notes

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