Hydroxylamine → HCID 178513317, compound

HRID 1913156Notes

Reaction equation

HRID 1913156 reaction equation
[NH:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[N:3]=[C:2]1[CH:10]1[CH2:15][CH2:14][N:13]([C:16]([C:18]2[CH:25]=[CH:24][C:21]([C:22]#[N:23])=[CH:20][CH:19]=2)=[O:17])[CH2:12][CH2:11]1.[NH2:26][OH:27]>C(O)C>[NH:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[N:3]=[C:2]1[CH:10]1[CH2:15][CH2:14][N:13]([C:16]([C:18]2[CH:25]=[CH:24][C:21]([C:22](=[NH:23])[NH:26][OH:27])=[CH:20][CH:19]=2)=[O:17])[CH2:12][CH2:11]1

Participants

4

Reactant 2

HCID 787HydroxylamineHCID 33117093HCID 33117093, compound

Product 1

HCID 178513317HCID 178513317, compoundYield 108.9%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
80 °C

Procedure

To a stirred suspension of 4-{[4-(1H-benzimidazol-2-yl)piperidin-1-yl]carbonyl}benzonitrile (0.30 g, 0.91 mmol) in ethanol (2 mL) is added 50% aqueous hydroxylamine (0.24 mL, 3.64 mmol). The reaction is heated at 80° C. for 18 h. The mixture is concentrated under reduced pressure to give 0.36 g (94%) of 4-{[4-(1H-benzimidazol-2-yl)piperidin-1-yl]carbonyl}-N-hydroxybenzene carboximidamide. m/z=364 [M++H].

Workup

  1. concentrationThe mixture is concentrated under reduced pressure

Sources & evidence

ORD record
ord-b6d6580c5fcf4006a4555bb15e2ccca2
Source dataset
uspto-grants-2013_12
Patent number
US08609696B2

Reaction notes

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