HomeMCPWorkbenchSkills
HomeWorkbenchNotificationsMe
llms.txt · MCP GuidePrivacy Policy · Terms of Service · Supportv1.8.0
  1. Home
  2. /Reaction

Hydroxylamine → 3-(1,3-Dioxolan-2-yl)propyl 4-(N'-hydroxycarbamimidoyl)benzoate

HRID 332709
Notes
Print preview

Reaction equation

HRID 332709 reaction equation
[C:1]([C:3]1[CH:19]=[CH:18][C:6]([C:7]([O:9][CH2:10][CH2:11][CH2:12][CH:13]2[O:17][CH2:16][CH2:15][O:14]2)=[O:8])=[CH:5][CH:4]=1)#[N:2].[NH2:20][OH:21]>C(O)C.[Cl-].[Na+].O>[OH:21][N:20]=[C:1]([C:3]1[CH:4]=[CH:5][C:6]([C:7]([O:9][CH2:10][CH2:11][CH2:12][CH:13]2[O:14][CH2:15][CH2:16][O:17]2)=[O:8])=[CH:18][CH:19]=1)[NH2:2]
ParticipantsConditionsProcedureWorkupSources & evidenceReaction notes

Participants

5

Reactant 2

HCID 787HydroxylamineHCID 711131693-(1,3-Dioxolan-2-yl)propyl 4-cyanobenzoate

Product 1

HCID 866769173-(1,3-Dioxolan-2-yl)propyl 4-(N'-hydroxycarbamimidoyl)benzoate

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 57417360Sodium chloride; waterSolvent

Conditions

Temperature
80 °C

Procedure

To a solution of 3-(1,3-dioxolan-2-yl)propyl 4-cyanobenzoate (1.00 g, 4.38 mmol) in ethanol (5 mL), was added hydroxylamine (50% aqueous solution, 5 mL), and the mixture heated at 80° C. for 4 hours. The reaction was diluted with saturated brine and extracted with ethyl acetate (×3). The combined organic fractions were dried with magnesium sulphate, and the solvent evaporated at reduced pressure. The material was used directly in the next step without further purification.

Workup

  1. extractionextracted with ethyl acetate (×3)
  2. dry with materialThe combined organic fractions were dried with magnesium sulphate
  3. customthe solvent evaporated at reduced pressure
  4. customThe material was used directly in the next step without further purification

Sources & evidence

ORD record
ord-7ac6906fe06c4bc38af0037cb23ac1c0
Source dataset
uspto-grants-2014_11
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US08877774B2

Reaction notes

Loading…

On this pageParticipantsConditionsProcedureWorkupSources & evidenceReaction notes