Acetic Anhydride → 1-Acetyl-6-nitroindole-3-carboxaldehyde

HRID 618113Notes

Reaction equation

[N+:1]([C:4]1[CH:12]=[C:11]2[C:7]([C:8]([CH:13]=[O:14])=[CH:9][NH:10]2)=[CH:6][CH:5]=1)([O-:3])=[O:2].[C:15](OC(=O)C)(=[O:17])[CH3:16]>>[C:15]([N:10]1[C:11]2[C:7](=[CH:6][CH:5]=[C:4]([N+:1]([O-:3])=[O:2])[CH:12]=2)[C:8]([CH:13]=[O:14])=[CH:9]1)(=[O:17])[CH3:16]

Participants

Reactant 2

HCID 7918Acetic Anhydride

HCID 52100766-nitro-1H-indole-3-carbaldehyde

Product 1

HCID 218502221-Acetyl-6-nitroindole-3-carboxaldehydeYield 93.3%

Procedure

Substantially the same procedure as in Example 3 was repeated using 6-nitroindole-3-carboxaldehyde (2.3 g) and acetic anhydride (2.47 g) to give 1-acetyl-6-nitroindole-3-carboxaldehyde (2.62 g).

Sources & evidence

ORD record: ord-ba69cd7ef1d048d68c244a66a899dc65
Source dataset: uspto-grants-1999_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05952355

Reaction notes

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