2-Methyl-4-methoxyaniline → HCID 13371479, compound

HRID 2413280Notes

Reaction equation

HRID 2413280 reaction equation
B(Br)(Br)Br.C[O:6][C:7]1[CH:12]=[CH:11][C:10]([NH:13][C:14]2[CH:22]=[CH:21][CH:20]=[CH:19][C:15]=2[C:16]([OH:18])=[O:17])=[C:9]([CH3:23])[CH:8]=1.ClC1C=CC=CC=1C(O)=O.CC1C=C(OC)C=CC=1N>>[OH:6][C:7]1[CH:12]=[CH:11][C:10]([NH:13][C:14]2[CH:22]=[CH:21][CH:20]=[CH:19][C:15]=2[C:16]([OH:18])=[O:17])=[C:9]([CH3:23])[CH:8]=1

Participants

5

Reactant 4

HCID 76102-Methyl-4-methoxyanilineHCID 83742-Chlorobenzoic AcidHCID 25134Boron tribromideHCID 13424434HCID 13424434, compound

Product 1

HCID 13371479HCID 13371479, compound

Procedure

2-(4-Hydroxy-2-methylphenylamino)benzoic acid [XI; R=H, R"=2-CH3, OH at 4-position], m.p. 209°-211° C. (decompn.) was prepared by boron tribromide demethylation of 2-(4-methoxy-2-methylphenylamino)benzoic acid, in turn prepared by reaction of 2-chlorobenzoic acid with 2-methyl-4-methoxyaniline.

Sources & evidence

ORD record
ord-c0d01da9e948430d85b60d5052b16dea
Source dataset
uspto-grants-1985_01
Patent number
US04496590

Reaction notes

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