5-Chlorosalicylic Acid → N-(3-tert-Butylphenyl)-5-chloro-2-hydroxybenzamide

HRID 1509839Notes

Reaction equation

HRID 1509839 reaction equation
[Cl:1][C:2]1[CH:10]=[C:6]([C:7]([OH:9])=O)[C:5]([OH:11])=[CH:4][CH:3]=1.[C:12]([C:16]1[CH:17]=[C:18]([CH:20]=[CH:21][CH:22]=1)[NH2:19])([CH3:15])([CH3:14])[CH3:13]>>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([OH:11])=[C:6]([CH:10]=1)[C:7]([NH:19][C:18]1[CH:20]=[CH:21][CH:22]=[C:16]([C:12]([CH3:15])([CH3:14])[CH3:13])[CH:17]=1)=[O:9]

Participants

3

Reactant 2

HCID 94475-Chlorosalicylic AcidHCID 793343-tert-Butylaniline

Product 1

HCID 57878632N-(3-tert-Butylphenyl)-5-chloro-2-hydroxybenzamide

Procedure

This material was prepared according to the method of Example 1 using 5-chlorosalicylic acid and 3-tert-butylaniline with reagents and solvents employed in similar molar ratios. 1H NMR (500 MHz, DMSO-d6): δ 1.28 (s, 9H), 7.00 (d, 1H), 7.18 (m, 1H), 7.24 (m, 1H), 7.46 (dd, 1H), 7.56 (m, 1H), 7.68 (m, 1H), 7.95 (d, 1H), 10.38 (s, 1H), 11.90 (br s, 1H).

Workup

  1. customThis material was prepared

Sources & evidence

ORD record
ord-22bf736955ec46f7adb76f017b2e5be6
Source dataset
uspto-grants-2012_07
Patent number
US08211882B2

Reaction notes

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