Anthranilic Acid → HCID 11771311, compound

HRID 2373849Notes

Reaction equation

[NH2:1][C:2]1[CH:10]=[CH:9][CH:8]=[CH:7][C:3]=1[C:4]([OH:6])=O.[C:11]([C:15]1[CH:23]=[CH:22][C:18]([C:19](Cl)=[O:20])=[CH:17][CH:16]=1)([CH3:14])([CH3:13])[CH3:12].[CH3:24][NH2:25]>>[CH3:24][NH:25][C:4](=[O:6])[C:3]1[CH:7]=[CH:8][CH:9]=[CH:10][C:2]=1[NH:1][C:19](=[O:20])[C:18]1[CH:22]=[CH:23][C:15]([C:11]([CH3:14])([CH3:13])[CH3:12])=[CH:16][CH:17]=1

Participants

Reactant 3

HCID 227Anthranilic Acid

HCID 6329Methylamine

HCID 743724-tert-Butylbenzoyl chloride

Product 1

HCID 11771311HCID 11771311, compoundYield 59.9%

Procedure

The 2-aminobenzoic acid (137 mg, 1.0 mmol) was reacted with 4-tert-butyl benzoyl chloride (196 mg, 1.0 mmol) as described in general procedure M. The resulting compound was coupled with methylamine (62 mg, 2.0 mmol) as described in general procedure A to afford the title product (186 mg) as a pure white solid.

Sources & evidence

ORD record: ord-e5cdebac56bb4c948b3bdd84006540ef
Source dataset: uspto-grants-2008_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07459472B2

Reaction notes

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