Acetic Anhydride → 3-Nitrophthalic anhydride

HRID 1576120Notes

Reaction equation

[N+:1]([C:4]1[CH:12]=[CH:11][CH:10]=[C:6]([C:7]([OH:9])=O)[C:5]=1[C:13]([OH:15])=[O:14])([O-:3])=[O:2].C(OC(=O)C)(=O)C>>[N+:1]([C:4]1[CH:12]=[CH:11][CH:10]=[C:6]2[C:7]([O:15][C:13](=[O:14])[C:5]=12)=[O:9])([O-:3])=[O:2]

Participants

Reactant 2

HCID 7918Acetic Anhydride

HCID 690433-Nitrophthalic acid

Product 1

HCID 216313-Nitrophthalic anhydride

Procedure

3-Nitrophthalic anhydride was prepared from 3-nitrophthalic acid and acetic anhydride by the same procedure given for its 4-nitro isomer in Example 2. The yield of recrystallized product was 17.85 g (92.5%); m.p. 163°-164°C, whose percent elemental analysis of C, 49.79; H, 1.57; N, 7.22 is in excellent agreement with the theoretical values.

Sources & evidence

ORD record: ord-30d5f5a1f1ab4f64b0871fcccc1536f1
Source dataset: uspto-grants-1976_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US03979416

Reaction notes

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