Hydrochloric Acid → HCID 178526463, compound

HRID 1803489Notes

Reaction equation

HRID 1803489 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6]2[C:11](=O)[O:10][C:8](=[O:9])[C:7]2=[CH:13][CH:14]=1)([O-:3])=[O:2].[NH2:15][NH2:16].Cl>CC(O)C>[OH:9][C:8]1[C:7]2[C:6](=[CH:5][C:4]([N+:1]([O-:3])=[O:2])=[CH:14][CH:13]=2)[C:11]([OH:10])=[N:16][N:15]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 9321HydrazineHCID 2309764-Nitrophthalic acid anhydride

Product 1

HCID 178526463HCID 178526463, compoundYield 72.3%

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Conditions

Temperature
85 °C

Procedure

A mixture of 4-nitrophthalic anhydride (10.0 g, 51.78 mmol) and IPA (180 mL) was stirred by a mechanical stirrer. Anhydrous hydrazine (2.77 mL, 56.96 mmol) was added dropwise and the reaction heated to 85° C. for 5 h. The reaction was cooled then acidified to pH 3 with conc. HCl. The solids were filtered and washed with IPA to afford the desired compound (7.76 g, 72%) as a pale yellow solid.

Workup

  1. temperatureThe reaction was cooled
  2. filtrationThe solids were filtered
  3. washwashed with IPA

Sources & evidence

ORD record
ord-6cb71550399140e1824515e0451e1ba3
Source dataset
uspto-grants-2013_01
Patent number
US08349836B2

Reaction notes

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