2-Bromo-5-nitrotoluene → 2-Amino-5-bromobenzaldehyde

HRID 1788464Notes

Reaction equation

HRID 1788464 reaction equation
COC(=O)[C:4]1[CH:9]=[CH:8][C:7]([NH2:10])=[C:6]([CH:11]=[O:12])[CH:5]=1.[Br:14]C1C=CC([N+]([O-])=O)=C(C)C=1>>[NH2:10][C:7]1[CH:8]=[CH:9][C:4]([Br:14])=[CH:5][C:6]=1[CH:11]=[O:12]

Participants

3

Reactant 2

HCID 815772-Bromo-5-nitrotolueneHCID 46911801Methyl 4-amino-3-formylbenzoate

Product 1

HCID 235104752-Amino-5-bromobenzaldehyde

Procedure

The title intermediate was synthesized as described for Compound 7 in five steps starting from 5-bromo-2-nitrotoluene instead of 3-methyl-4-nitrobenazoic acid methyl ester. MS: 199.97 & 201.97 (M+H+); H1-NMR (CDCl3): δ (ppm) 9.75 (s, 1H), 7.71 (s, 1H), 7.39 (d, 1H, J=9.3 Hz), 7.22 (s, 2H), 6.72 (d, 1H, J=9.3 Hz);

Sources & evidence

ORD record
ord-2610541fefbf4ea1800dbbcae7606982
Source dataset
uspto-grants-2009_03
Patent number
US07511145B2

Reaction notes

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